Works (390)

Updated: November 16th, 2024 05:00

2024 article

A life in light - in honor of David Mauzerall on his 95th birthday

Lindsey, J. S. (2024, June 20). PHOTOSYNTHESIS RESEARCH, Vol. 6.

By: J. Lindsey n

author keywords: Chlorophyll; Electron-transfer reactions; Photoacoustic spectroscopy; Photophysics; Photosynthesis; Poisson distribution; Porphyrins; The Rockefeller University
Sources: NC State University Libraries, Web Of Science
Added: July 1, 2024

2024 article

Appropriate handling of fluorescence spectra for accurate spectral overlap (J) values in Forster energy transfer (FRET) calculations

SPIE FUTURE SENSING TECHNOLOGIES 2024, Vol. 13083.

By: M. Taniguchi*, H. Du & J. Lindsey*

author keywords: energy transfer; fluorescence spectra; J value; overlap integral; PhotochemCAD; software; wavelength; wavenumber
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: July 1, 2024

2024 article

Contributions of David Mauzerall to photosynthesis research - celebrating his 95th th birthday

Govindjee, G., Canaani, O., Cellarius, R. A., Diner, B., Greenbaum, E., Hou, H. J. M., … Stirbet, A. (2024, August 20). PHOTOSYNTHETICA, Vol. 8.

By: G. Govindjee, O. Canaani, R. Cellarius, B. Diner, E. Greenbaum, H. Hou, N. Kiang, J. Lindsey* ...

author keywords: chlorophyll; chlorophyll a fluorescence; cyanobacteria; excitation energy transfer; Frank Henry Westheimer; photoacoustics; photosynthetic bacteria; porphyrins; Samuel Granick; The Rockefeller University; University of Chicago
Sources: NC State University Libraries, Web Of Science
Added: September 16, 2024

2024 article

Customizable Porphyrin Platform Enables Folate Receptor PET Imaging Using Copper-64

Houson, H. A., Wu, Z., Cao, P.-L. D., Lindsey, J. S., & Lapi, S. E. (2024, April 16). MOLECULAR PHARMACEUTICS, Vol. 4.

author keywords: copper-64; folate; ovarian cancer; porphyrin; positron emission tomography; radiotherapy; theragnostic; water-soluble
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: April 29, 2024

2024 article

Extension of nature's NIR-I chromophore into the NIR-II region

Siwawannapong, K., Diers, J. R., Magdaong, N. C. M., Nalaoh, P., Kirmaier, C., Lindsey, J. S., … Bocian, D. F. (2024, May 1). PHYSICAL CHEMISTRY CHEMICAL PHYSICS, Vol. 5.

Sources: NC State University Libraries, Web Of Science
Added: May 20, 2024

2024 article

Molecular design for sub-micromolar enzyme-instructed self-assembly (EISA)

Liu, Q., Ntim, T., Wu, Z., Houson, H. A., Lapi, S. E., & Lindsey, J. S. (2024, June 7). NEW JOURNAL OF CHEMISTRY, Vol. 6.

Sources: NC State University Libraries, Web Of Science
Added: June 17, 2024

2024 article

Molecular designs with PEG groups for water-solubilization of sparsely substituted porphyrins

Cao, P.-L. D., Wu, Z., Nalaoh, P., & Lindsey, J. S. (2024, June 5). NEW JOURNAL OF CHEMISTRY, Vol. 6.

Sources: NC State University Libraries, Web Of Science
Added: June 17, 2024

2024 article

On the Pelletier and Caventou (1817,1818) papers on chlorophyll and beyond

Govindjee, G., Stirbet, A., Lindsey, J. S., & Scheer, H. (2024, March 15). PHOTOSYNTHESIS RESEARCH, Vol. 3.

By: G. Govindjee*, A. Stirbet, J. Lindsey n & H. Scheer*

author keywords: Chlorophyll; Hans Fischer; Alexander Krasnovsky; Eugene Rabinowitch; Richard Wilstatter; Robert Woodward
Sources: NC State University Libraries, Web Of Science
Added: April 8, 2024

2024 journal article

Performance of chatbots in queries concerning fundamental concepts in photochemistry

Photochemistry and Photobiology.

By: M. Taniguchi & J. Lindsey

Source: ORCID
Added: November 4, 2024

2024 article

Rapid screening of dyes for self-aggregation, adsorption and metabolic integrity - Quantitative metrics as a prelude to biological studies

Liu, Q., Taniguchi, M., Goel, S., & Lindsey, J. S. (2024, April). DYES AND PIGMENTS, Vol. 223.

By: Q. Liu n, M. Taniguchi n, S. Goel & J. Lindsey n

author keywords: Aqueous; Beer's law; Chromophore; Drug development; Hepatic metabolism; logP; Membranes; Non-specific binding; Resins
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, ORCID, Web Of Science
Added: February 1, 2024

2024 journal article

Synthesis of (oxo)chlorin dimers chelated with thallium(III)

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 28(08), 527–535.

author keywords: array; electronic communication; hydroporphyrin; Sonogashira coupling; superexchange; thallium metalation
Sources: NC State University Libraries, ORCID, Web Of Science
Added: October 8, 2024

2024 article

Synthesis of a model phyllobilin bearing an optical marker

Tran, A. T. N., Wang, P., Zhang, S., Jovanovic, M., Siewert, B., Moser, S., & Lindsey, J. S. (2024, June 6). NEW JOURNAL OF CHEMISTRY, Vol. 6.

Sources: NC State University Libraries, Web Of Science, ORCID
Added: June 24, 2024

2024 article

Synthesis of chiral hexynones for use as precursors to native photosynthetic hydroporphyrins

Nguyen, K. C., Chung, D. T. M., Nalaoh, P., & Lindsey, J. S. (2024, January 11). NEW JOURNAL OF CHEMISTRY, Vol. 1.

Sources: NC State University Libraries, Web Of Science
Added: January 22, 2024

2024 journal article

Synthesis of porphyrin triads chelated with thallium(III) for studies of ground-state hole/electron transfer

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 28(08), 515–526.

author keywords: arrays; electronic communication; porphyrin; Sonogashira coupling; superexchange; thallium metalation
Sources: NC State University Libraries, ORCID, Web Of Science
Added: October 8, 2024

2023 journal article

Absorption and fluorescence spectra of open-chain tetrapyrrole pigments-bilirubins, biliverdins, phycobilins, and synthetic analogues

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY C-PHOTOCHEMISTRY REVIEWS, 55.

By: M. Taniguchi n & J. Lindsey n

author keywords: Bile pigment; Bilin; Biliprotein; Luciferin; Phycobilin; Phyllobilin; Phytochrome
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 21, 2023

2023 journal article

Article Tethered Indoxyl-Glucuronides for Enzymatically Triggered Cross-Linking

MOLECULES, 28(10).

author keywords: chromogenic; dimerization; beta-glucuronidase; indigoid; indole; oxidation
MeSH headings : Rats; Animals; Glucuronides / chemistry; Glucuronates; Glucuronidase / chemistry
TL;DR: The results suggest the utility of tethered indoxyl-glucuronides for use in bioconjugation chemistry with a chromogenic readout under physiological conditions. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: July 3, 2023

2023 journal article

Bacteriochlorin syntheses - Status, problems, and exploration

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 8.

author keywords: bacteriochlorophyll; dihydrodipyrrin; dyad; pyrrole; pyrroline; near-infrared
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, ORCID, Web Of Science
Added: September 5, 2023

2023 chapter

Core chromophores of native photosynthetic pigments

In J. M. H. Hou & S. I. Allakhverdiev (Eds.), Photosynthesis (Vol. 3, pp. 33–48).

Ed(s): J. Hou & S. Allakhverdiev

UN Sustainable Development Goal Categories
2. Zero Hunger (OpenAlex)
Source: ORCID
Added: September 13, 2023

2023 review

Digital Database of Absorption Spectra of Diverse Flavonoids Enables Structural Comparisons and Quantitative Evaluations

[Review of ]. JOURNAL OF NATURAL PRODUCTS, 86(4), 1087–1119.

By: M. Taniguchi n, C. LaRocca n, J. Bernat n & J. Lindsey n

MeSH headings : Humans; Flavonoids / chemistry; Flavones; Plants / chemistry; Genistein
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, ORCID, Web Of Science
Added: February 28, 2023

2023 article

Digitization of print-based absorption and fluorescence spectra extracting clarity from clutter

REPORTERS, MARKERS, DYES, NANOPARTICLES, AND MOLECULAR PROBES FOR BIOMEDICAL APPLICATIONS XIV, Vol. 12398.

By: M. Taniguchi n, Z. Wu n, C. Sterling n, J. Lindsey n, R. Raghavachari & M. Berezin

author keywords: Database; Digitization; Dye; Fluorophore; Interpolation; PhotochemCAD; Photosciences; Print literature
Sources: Web Of Science, NC State University Libraries
Added: September 30, 2024

2023 article

Dyads with tunable near-infrared donor-acceptor excited-state energy gaps: molecular design and Forster analysis for ultrafast energy transfer

Jing, H., Magdaong, N. C. M., Diers, J. R., Kirmaier, C., Bocian, D. F., Holten, D., & Lindsey, J. S. (2023, January 5). PHYSICAL CHEMISTRY CHEMICAL PHYSICS, Vol. 1.

MeSH headings : Energy Transfer; Acetylene; Photosynthesis
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (Web of Science; OpenAlex)
Sources: NC State University Libraries, ORCID, Web Of Science
Added: January 23, 2023

2023 journal article

Four Routes to 3-(3-Methoxy-1,3-dioxopropyl)pyrrole, a Core Motif of Rings C and E in Photosynthetic Tetrapyrroles

MOLECULES, 28(3).

author keywords: acylation; bacteriochlorophyll; beta-ketoester; Boc-pyrrole; carbonylation; chlorophyll; synthesis; TIPS-pyrrole
MeSH headings : Tetrapyrroles; Pyrroles / chemistry; Chlorophyll / chemistry; Bacteriochlorophylls / chemistry; Photosynthesis
Sources: NC State University Libraries, ORCID, Web Of Science
Added: January 31, 2023

2023 journal article

Indoxyl-glucosides bearing tethers for enzymatically triggered cross-linking

NEW JOURNAL OF CHEMISTRY, 47(17), 8223–8242.

By: D. Sato n, Z. Wu n, J. Dou n, J. Son n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: May 15, 2023

2023 article

Investigation of a bacteriochlorin-containing pentad array for panchromatic light-harvesting and charge separation

Jing, H., Magdaong, N. C. M., Diers, J. R., Kirmaier, C., Bocian, D. F., Holten, D., & Lindsey, J. S. (2023, January 4). PHYSICAL CHEMISTRY CHEMICAL PHYSICS, Vol. 1.

MeSH headings : Perylene; Energy Transfer; Porphyrins
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: January 23, 2023

2023 article

Synthesis of a BC-Dihydrodipyrrin Building Block of Bacteriochlorophyll a

Nguyen, K. C., & Lindsey, J. S. (2023, July 20). JOURNAL OF ORGANIC CHEMISTRY, Vol. 7.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, ORCID, Web Of Science
Added: August 7, 2023

2023 article

Synthesis of model southern rim structures of photosynthetic tetrapyrroles and phyllobilins

Nguyen Tran, A. T., Wu, Z., Chung, D. T. M., Nalaoh, P., & Lindsey, J. S. (2023, July 5). NEW JOURNAL OF CHEMISTRY, Vol. 7.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, ORCID, Web Of Science
Added: July 19, 2023

2023 review

Tolyporphins-Exotic Tetrapyrrole Pigments in a Cyanobacterium-A Review

[Review of ]. MOLECULES, 28(16).

author keywords: bacteriochlorin; bioinformatics; biosynthesis; chlorophyll; cyanobacteria; field biology; gene cluster; genomics; natural products; tolyporphins
TL;DR: The identification of putative biosynthetic gene clusters in the HT-58-2 cyanobacterial genome and accompanying studies suggest a new biosynthesis paradigm in the tetrapyrrole arena, which stands alone in the large pigments-of-life family. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: October 2, 2023

2022 article

Balancing Panchromatic Absorption and Multistep Charge Separation in a Compact Molecular Architecture br

Roy, A., Magdaong, N. C. M., Jing, H., Rong, J., Diers, J. R., Kang, H. S., … Holten, D. (2022, December 12). JOURNAL OF PHYSICAL CHEMISTRY A, Vol. 12.

By: A. Roy*, N. Magdaong*, H. Jing n, J. Rong n, J. Diers*, H. Kang*, D. Niedzwiedzki, M. Taniguchi n ...

Contributors: A. Roy*, N. Magdaong*, H. Jing n, J. Rong n, J. Diers*, H. Kang*, D. Niedzwiedzki, M. Taniguchi n ...

MeSH headings : Perylene; Porphyrins; Electron Transport; Imides
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, ORCID, Web Of Science
Added: December 13, 2022

2022 journal article

Beyond green with synthetic chlorophylls - Connecting structural features with spectral properties

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY C-PHOTOCHEMISTRY REVIEWS, 52.

Contributors: M. Taniguchi n, D. Bocian*, D. Holten* & J. Lindsey n

author keywords: Chlorin; Chlorophyll; Four-orbital model; Molar absorption coefficient; Photosynthesis; Quantum yield; Wavelength
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: July 18, 2022

2022 article

Chasing the green echiuran worm Bonellia in tidal pools of Okinawa

FRONTIERS IN BIOLOGICAL DETECTION: FROM NANOSENSORS TO SYSTEMS XIV, Vol. 11979.

By: M. Taniguchi n, M. Taniguchi*, R. Zhang n, R. Goto* & J. Lindsey n

Contributors: M. Taniguchi n, M. Taniguchi*, R. Zhang n, R. Goto* & J. Lindsey n

author keywords: biodiversity; Bonellia viridis; bonellin; chlorophyll; spoon worms; tetrapyrrole; tides
TL;DR: Assessment of information concerning tides at a wide shallow beach in Okinawa is reported, identifying narrowly restricted periods when acquisition of Bonellia specimens could be pursued without diving to expand study of the diversity of these unusual green worms. (via Semantic Scholar)
UN Sustainable Development Goal Categories
14. Life Below Water (Web of Science; OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 15, 2022

2022 journal article

Meso bromination and derivatization of synthetic bacteriochlorins

NEW JOURNAL OF CHEMISTRY, 46(12), 5556–5572.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: March 28, 2022

2022 journal article

Panchromatic Absorbers Tethered for Bioconjugation or Surface Attachment

MOLECULES, 27(19).

author keywords: array; artificial photosynthesis; building block; copper-free Sonogashira coupling; ethyne; perylene; porphyrin; solar
MeSH headings : Perylene; Porphyrins
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: October 24, 2022

2022 review

Phenylene-linked tetrapyrrole arrays containing free base and diverse metal chelate forms - Versatile synthetic architectures for catalysis and artificial photosynthesis

[Review of ]. COORDINATION CHEMISTRY REVIEWS, 456.

Contributors: H. Jing n, J. Rong n, M. Taniguchi n & J. Lindsey n

author keywords: Bacteriochlorin; Chlorin; Electron; hole transfer; FRET; Light-harvesting; Porphyrin; Rational synthesis; Photophysics
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: May 10, 2022

2022 article

Phyllobilins - Bioactive Natural Products Derived from Chlorophyll - Plant Origins, Structures, Absorption Spectra, and Biomedical Properties

Karg, C. A., Taniguchi, M., Lindsey, J. S., & Moser, S. (2022, December 8). PLANTA MEDICA, Vol. 12.

Contributors: C. Karg*, M. Taniguchi n, J. Lindsey n & S. Moser*

author keywords: Bioactivity; chlorophyll catabolites; micronutrients; phyllobilins; phytochemicals; spectral database
MeSH headings : Humans; Chlorophyll / analysis; Chlorophyll / chemistry; Chlorophyll / metabolism; Chlorophyll A / metabolism; Plants / metabolism; Oxidation-Reduction; Plant Extracts / chemistry; Phytochemicals / chemistry
TL;DR: The present review describes the plant origin, molecular structure, and absorption and fluorescence features of the 73 phyllobilins, along with an overview of key medicinal properties, to provide an enabling tool for the community for the straightforward identification of phyll Mobilins in plant extracts. (via Semantic Scholar)
UN Sustainable Development Goal Categories
2. Zero Hunger (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: January 3, 2023

2022 journal article

Probing the Effects of Electronic-Vibrational Resonance on the Rate of Excited-State Energy Transfer in Bacteriochlorin Dyads

JOURNAL OF PHYSICAL CHEMISTRY LETTERS, 13(34), 7906–7910.

MeSH headings : Electronics; Energy Transfer; Porphyrins; Vibration
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (Web of Science; OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: January 3, 2023

2022 article

Simple Dipyrrin Analogues of Prodigiosin for Use as Colistin Adjuvants

Siwawannapong, K., Nemeth, A. M., Melander, R. J., Rong, J., Davis, J. R., Taniguchi, M., … Melander, C. (2022, July 8). CHEMMEDCHEM, Vol. 7.

By: K. Siwawannapong n, A. Nemeth*, R. Melander*, J. Rong n, J. Davis n, M. Taniguchi n, M. Carpenter*, J. Lindsey n, C. Melander*

Contributors: K. Siwawannapong n, A. Nemeth*, R. Melander*, J. Rong n, J. Davis n, M. Taniguchi n, M. Carpenter*, J. Lindsey n, C. Melander*

author keywords: dipyrrin; colistin; adjuvant; antibiotic resistance; gram negative
MeSH headings : Acinetobacter baumannii; Adjuvants, Pharmaceutic / pharmacology; Anti-Bacterial Agents / pharmacology; Anti-Bacterial Agents / therapeutic use; Colistin / pharmacology; Drug Resistance, Multiple, Bacterial; Microbial Sensitivity Tests; Prodigiosin / pharmacology; Pseudomonas aeruginosa
TL;DR: A series of dipyrrins and pyrrole derivatives designed as analogues of prodigiosin and obatoclax potentiate the activity of colistin against Klebsiella pneumoniae, with lead compounds also potentiating colist in against Acinetobacter baumannii and Pseudomonas aeruginosa. (via Semantic Scholar)
UN Sustainable Development Goal Categories
3. Good Health and Well-being (Web of Science; OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: July 18, 2022

2022 journal article

Syntheses and Properties of Metalated Tetradehydrocorrins

INORGANIC CHEMISTRY, 61(31), 12308–12317.

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: January 3, 2023

2022 article

Synthesis of bacteriochlorins bearing diverse beta-substituents

Jing, H., Wang, P., Chen, B., Jiang, J., Vairaprakash, P., Liu, S., … Lindsey, J. S. (2022, March 2). NEW JOURNAL OF CHEMISTRY, Vol. 3.

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: March 14, 2022

2022 journal article

Tailoring the AIE Chromogen 2-(2-Hydroxyphenyl)benzothiazole for Use in Enzyme-Triggered Molecular Brachytherapy

MOLECULES, 27(24).

author keywords: aggregation; cancer; insolubilization; molecular design; phosphodiester; precipitation; radiotherapy
MeSH headings : Prodrugs; Brachytherapy; Benzothiazoles; Polyethylene Glycols
TL;DR: Several 2-(2-hydroxyphenyl)benzothiazole substrates that readily aggregate in aqueous solution (and afford AIE) were elaborated, taking a step forward on the long road toward molecular brachytherapy. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: January 17, 2023

2021 article

A perspective on the redox properties of tetrapyrrole macrocycles

Diers, J. R., Kirmaier, C., Taniguchi, M., Lindsey, J. S., Bocian, D. F., & Holten, D. (2021, September 7). PHYSICAL CHEMISTRY CHEMICAL PHYSICS, Vol. 9.

MeSH headings : Bacteriochlorophylls / chemistry; Chlorophyll / chemistry; Density Functional Theory; Electrons; Oxidation-Reduction; Porphyrins / chemistry; Quantum Theory; Tetrapyrroles / chemistry
TL;DR: From a fundamental framework concerning tetrapyrrole electronic properties, it must be recognized that structural/electronic alterations affect the four frontier molecular orbitals unequally and in many cases the LUMO+1, and not the LumO, may track the HOMO in energy. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: September 20, 2021

2021 review

Comprehensive review of photophysical parameters (epsilon, Phi(f), tau(s)) of tetraphenylporphyrin (H2TPP) and zinc tetraphenylporphyrin (ZnTPP) - Critical benchmark molecules in photochemistry and photosynthesis

[Review of ]. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY C-PHOTOCHEMISTRY REVIEWS, 46, 100401.

Contributors: M. Taniguchi n, J. Lindsey n, D. Bocian* & D. Holten*

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: May 17, 2021

2021 article

Considerations of the biosynthesis and molecular diversity of tolyporphins

Lindsey, J. S. (2021, June 22). NEW JOURNAL OF CHEMISTRY, Vol. 6.

By: J. Lindsey n

TL;DR: Tolyporphins, relatively new members of the pigments of life family found in a cyanobacterium, differ in the chromophores, pyrroline substituents, and stereochemistry, yet likely all derive from uroporphyrinogen III. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: July 6, 2021

2021 journal article

Electronic Structure and Excited-State Dynamics of Rylene-Tetrapyrrole Panchromatic Absorbers

JOURNAL OF PHYSICAL CHEMISTRY A, 125(36), 7900–7919.

TL;DR: Characterization of the spectra, excited-state properties (lifetime, yields, and rate constants of decay pathways, and molecular-orbital characteristics reveals unexpected subtleties), which highlight design constraints for auxiliary pigments with tetrapyrroles to achieve panchromatic absorption with retention of viable excited- state properties. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: September 27, 2021

2021 article

Fluorescence Assay for Tolyporphins Amidst Abundant Chlorophyll in Crude Cyanobacterial Extracts

Nguyen, K.-U., Zhang, R., Taniguchi, M., & Lindsey, J. S. (2021, July 16). PHOTOCHEMISTRY AND PHOTOBIOLOGY, Vol. 7.

By: K. Nguyen n, R. Zhang n, M. Taniguchi n & J. Lindsey n

Contributors: K. Nguyen n, R. Zhang n, M. Taniguchi n & J. Lindsey n

MeSH headings : Chlorophyll / chemistry; Chlorophyll A; Cyanobacteria / chemistry; Fluorescence; Spectrometry, Fluorescence
TL;DR: Tolyporphins were readily detected in cultures of HT‐58‐2 at reasonable growth periods in the absence of environmental stressors, which was not possible previously. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: July 26, 2021

2021 journal article

Identification of Putative Biosynthetic Gene Clusters for Tolyporphins in Multiple Filamentous Cyanobacteria

LIFE-BASEL, 11(8).

By: X. Jin n, Y. Zhang n, R. Zhang n, K. Nguyen n, J. Lindsey n & E. Miller n

author keywords: tolyporphins; tetrapyrroles; cyanobacteria; biosynthetic gene cluster; Brasilonema; Nostoc; Oculatella
TL;DR: Phylogenetic analysis based on 16S rRNA and a common component of the BGCs, TolD, points to a close evolutionary history between each strain and their respective tolyporphins BGC, and a collection of candidate cyanobacteria for genetic and biochemical analysis pertaining to these unusual tetrapyrrole macrocycles. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: September 7, 2021

2021 journal article

In Situ, Protein-Mediated Generation of a Photochemically Active Chlorophyll Analogue in a Mutant Bacterial Photosynthetic Reaction Center

BIOCHEMISTRY, 60(16), 1260–1275.

MeSH headings : Chlorophyll / chemistry; Mutation; Oxidation-Reduction; Photochemical Processes; Photosynthetic Reaction Center Complex Proteins / genetics; Photosynthetic Reaction Center Complex Proteins / metabolism; Rhodobacter sphaeroides / enzymology
TL;DR: The finding that altering the local environment within a cofactor binding site of a transmembrane complex leads to in situ generation of a photoactive chlorin with an unusual ring oxidation pattern suggests new strategies for amino acid control over pigment type at specific sites in photosynthetic proteins. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: July 19, 2021

2021 journal article

Natural Product Gene Clusters in the Filamentous Nostocales Cyanobacterium HT-58-2

LIFE-BASEL, 11(4).

By: X. Jin n, E. Miller n & J. Lindsey n

author keywords: anatoxin-a; homoanatoxin-a; hapalosin; heterocyst glycolipids; natural products; secondary metabolites; shinorine; tolypodiols; tolyporphins
TL;DR: The results point to the rich biosynthetic capacity of the HT-58-2 cyanobacterium beyond the production of tolyporphins and tolypodiols, as well as the biosynthesis of other natural products. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: May 17, 2021

2021 journal article

Single-Fluorophore Single-Chain Nanoparticle Undergoes Fluorophore-Driven Assembly with Fluorescence Features Retained in Physiological Milieu

ACS APPLIED POLYMER MATERIALS, 3(4), 1767–1776.

author keywords: single-chain nanoparticle; amphiphilic; hydrophobic fluorophore; unimer; fluorescence; physiological milieu
TL;DR: To address the longstanding problem of solubilization of hydrophobic fluorophores in aqueous solution, a recent design employed a single fluorophore attached to the terminus of a heterotelechelic molecule. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: June 10, 2021

2021 journal article

Synthesis of AD-Dihydrodipyrrins Equipped with Latent Substituents of Native Chlorophylls and Bacteriochlorophylls

JOURNAL OF ORGANIC CHEMISTRY, 86(17), 11794–11811.

By: P. Wang n & J. Lindsey n

MeSH headings : Bacteriochlorophylls; Porphyrins
TL;DR: The analogous β-position of a lactone-pyrrole intermediate on the path to the dihydrodipyrrin also was successfully brominated, opening opportunities for late-stage diversification in the synthesis of (bacterio)chlorophylls. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, ORCID, Web Of Science
Added: October 4, 2021

2021 article

Synthesis of model bacteriochlorophylls containing substituents of native rings A, C and E

Chung, D. T. M., Tran, P. V., Chau Nguyen, K., Wang, P., & Lindsey, J. S. (2021, July 8). NEW JOURNAL OF CHEMISTRY, Vol. 7.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, ORCID, Web Of Science
Added: July 19, 2021

2021 article

Tolyporphins A-R, unusual tetrapyrrole macrocycles in a cyanobacterium from Micronesia, assessed quantitatively from the culture HT-58-2

Timothy J. O'Donnell, Gurr, J. R., Dai, J., Taniguchi, M., Williams, P. G., & Lindsey, J. S. (2021, June 8). NEW JOURNAL OF CHEMISTRY, Vol. 6.

Contributors: . T.J. O'Donnell, J. Gurr*, J. Dai*, M. Taniguchi n, P. Williams* & J. Lindsey n

TL;DR: Tolyporphins A–R are the newest additions to the family of native tetrapyrroles and LC-MS-dMRM and absorption spectroscopy have been employed for analysis of mixtures containing the 18 distinctive natural products. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: June 21, 2021

2020 journal article

Absorption and Fluorescence Spectral Database of Chlorophylls and Analogues

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 97(1), 136–165.

By: M. Taniguchi n & J. Lindsey n

Contributors: M. Taniguchi n & J. Lindsey n

MeSH headings : Chlorophyll / analogs & derivatives; Chlorophyll / chemistry; Databases, Chemical; Molecular Structure; Spectrum Analysis / methods
TL;DR: The database encompasses photosynthetic tetrapyrroles wherein the chromophore is a porphyrin or chlorin and contains 305 absorption spectra and 72 fluorescence spectra that should facilitate comparisons and quantitative calculations. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: November 30, 2020

2020 article

Absorption and fluorescence spectra of organic compounds from 40 sources - archives, repositories, databases, and literature search engines

REPORTERS, MARKERS, DYES, NANOPARTICLES, AND MOLECULAR PROBES FOR BIOMEDICAL APPLICATIONS XII, Vol. 11256.

By: M. Taniguchi n & J. Lindsey n

Contributors: M. Taniguchi n & J. Lindsey n

author keywords: Photophysics; Molar absorption coefficient; Fluorescence quantum yield; Search engine; Database; Fluorophore; Photonics; PhotochemCAD
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: September 28, 2020

2020 article

Analysis of Wikipedia pageviews to identify popular chemicals

REPORTERS, MARKERS, DYES, NANOPARTICLES, AND MOLECULAR PROBES FOR BIOMEDICAL APPLICATIONS XII, Vol. 11256.

By: Y. Cao*, H. Mehta*, A. Norcross n, M. Taniguchi n & J. Lindsey n

Contributors: Y. Cao*, H. Mehta*, A. Norcross n, M. Taniguchi n & J. Lindsey n

author keywords: Wikipedia; Database; Pageview; Search; SMILES; Medicine; Pharmaceutical; World Health Organization
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: September 28, 2020

2020 journal article

Chromogenic agents built around a multifunctional double-triazine framework for enzymatically triggered cross-linking under physiological conditions

NEW JOURNAL OF CHEMISTRY, 44(10), 3856–3867.

TL;DR: Ratiometric absorption of the integral coumarin dye with the indigoid scaffold showed a low yield of oligomerization, which suggests future molecular designs might employ longer linkers and/or substituents with greater water solubility. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: April 6, 2020

2020 journal article

Crystal Structure of 1,9-Dibromo-5-phenyldipyrrin, Tetrapyrrole Synthesis Derivative and Free Base Ligand of BODIPY Building Blocks

X-RAY STRUCTURE ANALYSIS ONLINE, 36, 21–22.

Contributors: . D.F. O'Shea, R. Sommer n, M. Taniguchi n & J. Lindsey n

Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 3, 2020

2020 journal article

Engineering of an archaeal phosphodiesterase to trigger aggregation-induced emission (AIE) of synthetic substrates

NEW JOURNAL OF CHEMISTRY, 44(33), 14266–14277.

TL;DR: The development of enzymatically triggered substrates and the complementary heterologous enzymes may support diverse applications in the life sciences. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: September 14, 2020

2020 journal article

Enzymatically triggered chromogenic cross-linking agents under physiological conditions

NEW JOURNAL OF CHEMISTRY, 44(3), 719–743.

TL;DR: Oxidative dimerization of an indoxyl moiety, released by glycosidase action in aqueous solution, yields an indigoid dye in formats that enable bioconjugation and molecular cross-linking. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: February 10, 2020

2020 journal article

Fourfold alkyl wrapping of a copper(II) porphyrin thwarts macrocycle pi-pi stacking in a compact supramolecular package

ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 76, 647-+.

By: P. Nalaoh n, S. Bureekaew*, V. Promaraka & J. Lindsey n

author keywords: porphyrin; pi-pi stacking prevention; facial encumbrance; copper(II); crystal structure; supramolecular chemistry
TL;DR: In this study, a copper(II) porphyrin bearing four meso substituents, namely, {10,20-bis[2,6-bis(octyloxy)phenyl]-5,15-dibromoporphinato}copper(II), was prepared by metalation of the corresponding free-base porphyrsin and was characterized by single-crystal X-ray diffraction. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: November 9, 2020

2020 journal article

Photophysical Properties and Electronic Structure of Zinc(II) Porphyrins Bearing 0-4 meso-Phenyl Substituents: Zinc Porphine to Zinc Tetraphenylporphyrin (ZnTPP)

JOURNAL OF PHYSICAL CHEMISTRY A, 124(38), 7776–7794.

TL;DR: Six zinc(II) porphyrins bearing 0-4 meso-phenyl substituents have been examined spectroscopically and theoretically and reveal fundamental insights into the photophysical properties and electronic structure of meso,phenylporphyrins, widely used as benchmarks for tetrapyrrole-based architectures in solar energy and life sciences research. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: October 26, 2020

2020 review

Riley Oxidation of Heterocyclic Intermediates on Paths to Hydroporphyrins-A Review

[Review of ]. MOLECULES, 25(8).

By: P. Wang n & J. Lindsey n

author keywords: aldehyde; bacteriochlorin; chlorin; dihydrodipyrrin; dipyrromethane; selenium dioxide; selenium reagent; tetrahydrodipyrrin
MeSH headings : Heterocyclic Compounds / chemistry; Molecular Structure; Oxidation-Reduction; Porphyrins / chemistry
TL;DR: In general, Riley oxidation of dihydrodipyrrins has a broad scope toward substituents, but proceeds in only modest yield, and new reaction conditions or approaches will be required to achieve high yields for this critical transformation in the synthesis of hydroporphyrins. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: June 15, 2020

2020 journal article

Study of conditions for streamlined assembly of a model bacteriochlorophyll from two dihydrodipyrrin halves

NEW JOURNAL OF CHEMISTRY, 45(2), 569–581.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, ORCID, Web Of Science
Added: February 15, 2021

2019 journal article

Annulated bacteriochlorins for near- infrared photophysical studies

NEW JOURNAL OF CHEMISTRY, 43(19), 7209–7232.

By: H. Fujita n, H. Jing n, M. Krayer n, S. Allu n, G. Veeraraghavaiah n, Z. Wu n, J. Jiang n, J. Diers* ...

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: June 17, 2019

2019 journal article

Bacteriochlorin-bis(spermine) conjugate affords an effective photodynamic action to eradicate microorganisms

JOURNAL OF BIOPHOTONICS, 13(2).

author keywords: bacteria; bacteriochlorin; photodynamic inactivation; photokilling; photosensitizer
MeSH headings : Photosensitizing Agents / pharmacology; Porphyrins / pharmacology; Singlet Oxygen; Spermine
TL;DR: The readily accessible bacteriochlorin BCS was highly effective at low concentrations as a broad‐spectrum antimicrobial photosensitizer and was able to eradicate bacteria at short incubation times. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: November 25, 2019

2019 journal article

Bioconjugatable synthetic chlorins rendered water-soluble with three PEG-12 groups via click chemistry

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 24(1-3), 362–378.

By: N. Matsumoto n, M. Taniguchi n & J. Lindsey n

Contributors: N. Matsumoto n, M. Taniguchi n & J. Lindsey n

author keywords: chlorophyll; fluorescence; fluorophore; bright; diagnostics; aqueous
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: March 16, 2020

2019 journal article

Cellular localization of tolyporphins, unusual tetrapyrroles, in a microbial photosynthetic community determined using hyperspectral confocal fluorescence microscopy

Photosynthesis Research, 141(3), 259–271.

author keywords: Bacteriochlorin; Chlorophyll; Cyanobacteria; Membrane; Multivariate curve resolution
MeSH headings : Adaptation, Physiological; Bacteriochlorophyll A / chemistry; Chlorophyll A / chemistry; Cyanobacteria / metabolism; Cyanobacteria / ultrastructure; Darkness; Microscopy, Confocal; Microscopy, Fluorescence; Photosynthesis; Porphyrins / chemistry; Porphyrins / metabolism; Tetrapyrroles / chemistry; Tetrapyrroles / metabolism
TL;DR: This work quantifies the relative abundance and envelope localization of tolyporphins in single cells, and illustrates the ability to identify novel tetrapyrroles in the presence of chlorophyll a in a photosynthetic microorganism within a non-axenic culture. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID, Crossref
Added: September 23, 2019

2019 article

Developing a user community in the photosciences: a website for spectral data and access to PhotochemCAD

(S. Achilefu & R. Raghavachari, Eds.). REPORTERS, MARKERS, DYES, NANOPARTICLES, AND MOLECULAR PROBES FOR BIOMEDICAL APPLICATIONS XI, Vol. 10893.

Contributors: Y. Guo*, Z. Xu*, A. Norcross n, M. Taniguchi n & J. Lindsey n

Ed(s): S. Achilefu & R. Raghavachari

author keywords: Absorption spectra; Fluorescence spectra; Photochemistry; Fluorophores; Software; Website; PhotochemCAD; Web Design; Email Campaign; Search Engine Optimization
TL;DR: A new website, centered on absorption and fluorescence spectra, has been designed for the broad community of members in the photosciences and represents a step toward fulfilling the long-term ambition of assembling all known spectral data worldwide, from print and digital sources, in one carefully curated collection of digital data in a readily accessible site. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: September 9, 2019

2019 journal article

Heuristics from Modeling of Spectral Overlap in Forster Resonance Energy Transfer (FRET)

JOURNAL OF CHEMICAL INFORMATION AND MODELING, 59(2), 652–667.

Contributors: Q. Qi n, M. Taniguchi n & J. Lindsey n

MeSH headings : Absorption, Physicochemical; Fluorescence Resonance Energy Transfer; Heuristics; Models, Theoretical; Normal Distribution
TL;DR: Gaussian distributions of absorption and fluorescent spectra have been modeled that encompass varying degrees of overlap, full-width-at-half-maximum (fwhm), and Stokes shift to provide insights into how a variety of factors affect the resulting J values. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: March 18, 2019

2019 journal article

New molecular design for blue BODIPYs

NEW JOURNAL OF CHEMISTRY, 43(19), 7233–7242.

By: Z. Wu n, H. Fujita n, N. Magdaong*, J. Diers*, D. Hood*, S. Allu n, D. Niedzwiedzki, C. Kirmaier* ...

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: June 17, 2019

2019 journal article

Self-assembly with fluorescence readout in a free base dipyrrin-polymer triggered by metal ion binding in aqueous solution

NEW JOURNAL OF CHEMISTRY, 43(24), 9711–9724.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: July 8, 2019

2019 journal article

Synthesis of the Ring C Pyrrole of Native Chlorophylls and Bacteriochlorophylls

JOURNAL OF ORGANIC CHEMISTRY, 84(17), 11286–11293.

MeSH headings : Bacteriochlorophylls / chemistry; Chemistry Techniques, Synthetic; Pyrroles / chemical synthesis; Pyrroles / chemistry
TL;DR: Two routes to 2-iodo-3-methyl-4-(3-methoxy-1,3-dioxopropyl)pyrrole, a precursor of the universal ring C, have been developed, and the β-ketoester of ring C is expected to give rise to ring E upon Knoevenagel condensation and Nazarov cyclization. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: October 7, 2019

2019 journal article

Use of the Nascent Isocyclic Ring to Anchor Assembly of the Full Skeleton of Model Chlorophylls

JOURNAL OF ORGANIC CHEMISTRY, 85(2), 702–715.

By: P. Wang n, F. Lu n & J. Lindsey n

TL;DR: The present work exploits the nascent isocyclic ring as an anchor for directed assembly of the AD and BC halves, forming both the chlorin macrocycle and the isocyClic ring in a single-flask transformation. (via Semantic Scholar)
UN Sustainable Development Goal Categories
14. Life Below Water (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: February 10, 2020

2018 journal article

Expanding Covalent Attachment Sites of Nonnative Chromophores to Encompass the C-Terminal Hydrophilic Domain in Biohybrid Light-Harvesting Architectures

CHEMPHOTOCHEM, 2(3), 300–313.

By: D. Hood*, T. Sahin n, P. Parkes-Loach*, J. Jiao*, M. Harris*, P. Dilbeck*, D. Niedzwiedzki*, C. Kirmaier* ...

author keywords: bacteriochlorin; bacteriochlorophyll; energy transfer; photosynthetic antennae; self-assembly
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2018 journal article

Genome sequence, metabolic properties and cyanobacterial attachment of Porphyrobacter sp. HT-58-2 isolated from a filamentous cyanobacterium–microbial consortium

Microbiology, 164(10), 1229–1239.

By: R. Hughes n, X. Jin n, Y. Zhang n, R. Zhang n, S. Tran n, P. Williams*, J. Lindsey n, E. Miller n

author keywords: alphaproteobacteria; fluorescence in situ hybridization (FISH); tolyporphins; bacteriochlorin; photosynthetic gene cluster
MeSH headings : Alphaproteobacteria / classification; Alphaproteobacteria / genetics; Alphaproteobacteria / metabolism; Alphaproteobacteria / physiology; Bacterial Proteins / genetics; Base Sequence; Chromosome Mapping; Cyanobacteria / metabolism; DNA, Bacterial / genetics; Genome, Bacterial / genetics; In Situ Hybridization, Fluorescence; Microbial Consortia; Phylogeny; RNA, Ribosomal, 16S / genetics; Sequence Analysis, DNA
TL;DR: The studies reported herein expand the description of the community of predominantly alphaproteobacteria associated with the filamentous HT- 58-2 cyanobacterium and isolate a dominant bacterium, Porphyrobacter sp. (via Semantic Scholar)
UN Sustainable Development Goal Categories
14. Life Below Water (OpenAlex)
15. Life on Land (Web of Science)
Sources: NC State University Libraries, Web Of Science, Crossref
Added: January 7, 2019

2018 journal article

Origin of Panchromaticity in Multichromophore-Tetrapyrrole Arrays

JOURNAL OF PHYSICAL CHEMISTRY A, 122(36), 7181–7201.

TL;DR: Experimental and theoretical studies of the spectral, redox, and excited-state properties of a series of perylene-monoimide-ethyne-porphyrin arrays wherein the number of perioline units is stepped from one to four show reduced porphyrin configurational mixing and the S1 state with bacteriochlorin-like properties, including a 1-5 ns lifetime. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: October 16, 2018

2018 article

Red and near-infrared fluorophores inspired by chlorophylls. Consideration of practical brightness in multicolor flow cytometry and biomedical sciences

(S. Achilefu & R. Raghavachari, Eds.). REPORTERS, MARKERS, DYES, NANOPARTICLES, AND MOLECULAR PROBES FOR BIOMEDICAL APPLICATIONS X, Vol. 10508.

By: M. Taniguchi n, G. Hu n, R. Liu n, H. Du n & J. Lindsey n

Contributors: M. Taniguchi n, G. Hu n, R. Liu n, H. Du n & J. Lindsey n

Ed(s): S. Achilefu & R. Raghavachari

author keywords: Bacteriochlorophyll; Chlorophyll; Flow cytometry; Fluorophores; Multicolor; Near infrared; Stokes shift; Tandem dye
TL;DR: The spectroscopic features of (bacterio)chlorins are evaluated quantitatively to illustrate practical brightness for this novel class of fluorophores in a prospective 8-color panel. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: January 14, 2019

2018 journal article

Single-Polymer-Single-Cargo Strategy Packages Hydrophobic Fluorophores in Aqueous Solution with Retention of Inherent Brightness

ACS MACRO LETTERS, 8(1), 79–83.

By: R. Liu n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: February 11, 2019

2018 journal article

Synthesis of arrays containing porphyrin, chlorin, and perylene-imide constituents for panchromatic light-harvesting and charge separation

RSC ADVANCES, 8(42), 23854–23874.

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2018 review

Total synthesis campaigns toward chlorophylls and related natural hydroporphyrins - diverse macrocycles, unrealized opportunities

[Review of ]. NATURAL PRODUCT REPORTS, 35(9), 879–901.

By: Y. Liu n, S. Zhang n & J. Lindsey n

MeSH headings : Chlorophyll / chemical synthesis; Macrocyclic Compounds / chemical synthesis; Macrocyclic Compounds / chemistry; Molecular Structure; Porphyrins / chemical synthesis; Porphyrins / chemistry
TL;DR: Development of syntheses with cRME > 10-5 (if not 10-4), as required to obtain 10 mg quantities of hydroporphyrin for diverse physicochemical, biochemical and medicinal chemistry studies, necessitates significant further advances in tetrapyrrole chemistry. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: October 16, 2018

2018 journal article

Unusual Stability of a Bacteriochlorin Electrocatalyst under Reductive Conditions. A Case Study on CO2 Conversion to CO

ACS CATALYSIS, 8(11), 10131–10136.

author keywords: bacteriochlorin; CO2 conversion; electrocatalysis; hydrogenation; porphyrin
Sources: NC State University Libraries, Web Of Science
Added: December 3, 2018

2017 journal article

Characterization of Hydroporphyrins Covalently Attached to Si(100)

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 21(7-8), 453–464.

author keywords: hydroporphyrins; Si(100); cyclic voltammetry; FTIR spectroscopy; X-ray photoelectron spectroscopy; ellipsometry
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2017 journal article

Construction of the Bacteriochlorin Macrocycle with Concomitant Nazarov Cyclization To Form the Annulated Isocyclic Ring: Analogues of Bacteriochlorophyll a

JOURNAL OF ORGANIC CHEMISTRY, 82(5), 2489–2504.

By: S. Zhang n & J. Lindsey n

MeSH headings : Bacteriochlorophyll A / chemistry; Macrocyclic Compounds / chemistry; Porphyrins / chemistry; Spectrum Analysis / methods
TL;DR: A general route to stable, synthetic bacteriochlorophyll analogues is described, which includes condensation between the α-position of pyrrole ring A and theα-acetal unit attached to pyrroline ring B and a double ring-closure process. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2017 journal article

Database of Absorption and Fluorescence Spectra of > 300 Common Compounds for use in PhotochemCAD

Database of Absorption and Fluorescence Spectra of > 300 Common Compounds for use in PhotochemCAD. PHOTOCHEMISTRY AND PHOTOBIOLOGY, 94(2), 290–327.

By: M. Taniguchi n & J. Lindsey n

Contributors: M. Taniguchi n & J. Lindsey n

TL;DR: The previous databases for 150 compounds have been expanded to encompass 339 compounds for which absorption spectra, fluorescence spectra and references to the primary literature have been included where available (552 spectra altogether). (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2017 journal article

Genome Sequence and Composition of a Tolyporphin-Producing Cyanobacterium-Microbial Community

APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 83(19).

author keywords: cyanobacteria; genome analysis; phylogenetic analysis; tetrapyrroles; tolyporphin
MeSH headings : Bacterial Proteins / genetics; Bacterial Proteins / metabolism; Biosynthetic Pathways; Cyanobacteria / chemistry; Cyanobacteria / genetics; Cyanobacteria / growth & development; Cyanobacteria / metabolism; Genome, Bacterial; Metagenomics; Multigene Family; Phylogeny; Porphyrins / biosynthesis; Porphyrins / chemistry
TL;DR: It is found that the HT-58-2 culture is composed of the cyanobacterium and a community of associated bacteria, complicating the question of which organisms make tolyporphins, and an intriguing gene cluster that contains tetrapyrrole biosynthesis genes and a collection of unknown genes suggests a possible role in toly porphin biosynthesis. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2017 journal article

Hydrogen Evolution Catalysis by a Sparsely Substituted Cobalt Chlorin

ACS CATALYSIS, 7(5), 3597–3606.

By: A. Maher*, G. Passard*, D. Dogutan*, R. Halbach*, B. Anderson*, C. Gagliardi*, M. Taniguchi n, J. Lindsey n, D. Nocera*

Contributors: A. Maher*, G. Passard*, D. Dogutan*, R. Halbach*, B. Anderson*, C. Gagliardi*, M. Taniguchi n, J. Lindsey n, D. Nocera*

author keywords: electrocatalysis; macrocycle; chlorin; cobalt; hydrogen evolution reaction; solar fuels
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2017 journal article

Mass spectrometric detection of chlorophyll a and the tetrapyrrole secondary metabolite tolyporphin A in the filamentous cyanobacterium HT-58-2. Approaches to high-throughput screening of intact cyanobacteria

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 21(11), 759–768.

author keywords: IR-MALDESI-FTMS; MS/MS; MALDI-TOF-MS; chlorophyll; bacteriochlorin; high-throughput screening
TL;DR: Examination by MALDI-TOF-MS of lipophilic crude extracts of small-scale HT-58-2 samples without chromatographic fractionation enabled semi-quantitation of tolyporphin A over a 41-day growth period. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2017 journal article

PhotochemCAD 3: Diverse Modules for Photophysical Calculations with Multiple Spectral Databases

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 94(2), 277–289.

Contributors: M. Taniguchi n, H. Du n & J. Lindsey n

TL;DR: The PhotochemicalCAD program, developed over 30 years, is described comprehensively with focus on features of the most recent version (PhotochemCAD 3), equipped with a streamlined user interface and provisions for handling multiple spectral databases. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2017 journal article

Quantitation of Tolyporphins, Diverse Tetrapyrrole Secondary Metabolites with Chlorophyll-Like Absorption, from a Filamentous Cyanobacterium-Microbial Community

Phytochemical Analysis, 29(2), 205–216.

author keywords: HPLC; mass spectrometry; absorption spectroscopy with multicomponent analysis; nitrogen deprivation; growth curve
MeSH headings : Chlorophyll / chemistry; Chlorophyll A; Chromatography, High Pressure Liquid / methods; Cyanobacteria / growth & development; Cyanobacteria / metabolism; Porphyrins / analysis; Porphyrins / chemistry; Reference Standards; Reproducibility of Results; Spectrum Analysis / methods; Tetrapyrroles / analysis
TL;DR: The quantitative methods developed herein should facilitate investigation of the biosynthesis of tolyporphins (and other tetrapyrroles) as well as examination of other strains for production of tolporph Ins. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, Crossref
Added: August 6, 2018

2017 journal article

Synthesis and photophysical characterization of bacteriochlorins equipped with integral swallowtail substituents

NEW JOURNAL OF CHEMISTRY, 41(11), 4360–4376.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2017 journal article

Synthesis of tailored hydrodipyrrins and their examination in directed routes to bacteriochlorins and tetradehydrocorrins

New Journal of Chemistry, 41(19), 11170–11189.

By: S. Zhang n, M. Reddy n, O. Mass n, H. Kim n, G. Hu n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, NC State University Libraries
Added: August 6, 2018

2017 journal article

Synthesis, photophysics and electronic structure of oxobacteriochlorins

NEW JOURNAL OF CHEMISTRY, 41(10), 3732–3744.

UN Sustainable Development Goal Categories
14. Life Below Water (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2017 journal article

Tailoring Panchromatic Absorption and Excited-State Dynamics of Tetrapyrrole–Chromophore (Bodipy, Rylene) Arrays—Interplay of Orbital Mixing and Configuration Interaction

Journal of the American Chemical Society, 139(48), 17547–17564.

By: A. Mandal, J. Diers*, D. Niedzwiedzki, G. Hu n, R. Liu n, E. Alexy n, J. Lindsey n, D. Bocian*, D. Holten

TL;DR: Three sets of tetrapyrrole-chromophore arrays have been examined that exhibit panchromatic absorption across large portions of the near-ultraviolet (NUV) to near-infrared (NIR) spectrum along with favorable excited-state properties for use in solar-energy conversion, and insights obtained should aid the design of tetraplegic light-harvesting systems for solar- energy conversion. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Crossref
Added: February 19, 2020

2016 journal article

Bioconjugatable, PEGylated hydroporphyrins for photochemistry and photomedicine. Narrow-band, near-infrared-emitting bacteriochlorins

NEW JOURNAL OF CHEMISTRY, 40(9), 7750–7767.

TL;DR: The synthesis of five wavelength-tunable, bioconjugatable and water-soluble bacteriochlorins with desirable photophysical properties for use in multiple fields is reported, giving access to a set of water- solubility bacterio chlorin building blocks. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2016 journal article

Bioconjugatable, PEGylated hydroporphyrins for photochemistry and photomedicine. Narrow-band, red-emitting chlorins

NEW JOURNAL OF CHEMISTRY, 40(9), 7721–7740.

TL;DR: Three molecular designs have been developed wherein stable synthetic chlorins - analogues of chlorophylls - have been tailored with PEG groups for use in aqueous solution, augur well for development of a set of spectrally distinct chlorins with relatively sharp bands in the red region. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2016 journal article

Complexity in structure-directed prebiotic chemistry. Reaction bifurcation from a beta-diketone in tetrapyrrole formation

NEW JOURNAL OF CHEMISTRY, 40(7), 6434–6440.

By: R. Deans n, M. Taniguchi n, V. Chandrashaker n, M. Ptaszek n & J. Lindsey n

Contributors: R. Deans n, M. Taniguchi n, V. Chandrashaker n, M. Ptaszek n & J. Lindsey n

Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2016 journal article

Complexity in structure-directed prebiotic chemistry. Unexpected compositional richness from competing reactants in tetrapyrrole formation

NEW JOURNAL OF CHEMISTRY, 40(7), 6421–6433.

By: R. Deans n, M. Taniguchi n, V. Chandrashaker n, M. Ptaszek n, D. Chambers n, A. Soares n, J. Lindsey n

Contributors: R. Deans n, M. Taniguchi n, V. Chandrashaker n, M. Ptaszek n, D. Chambers n, A. Soares n, J. Lindsey n

Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2016 journal article

Northern-Southern Route to Synthetic Bacteriochlorins

JOURNAL OF ORGANIC CHEMISTRY, 81(23), 11882–11897.

By: Y. Liu n & J. Lindsey n

MeSH headings : Carbon-13 Magnetic Resonance Spectroscopy; Catalysis; Crystallography, X-Ray; Molecular Structure; Porphyrins / chemical synthesis; Porphyrins / chemistry; Proton Magnetic Resonance Spectroscopy; Spectrometry, Mass, Electrospray Ionization
TL;DR: Ten new bacteriochlorins bearing 0-6 total aryl, alkyl, and carboethoxy substituents at the β-pyrrole and/or meso-positions have been prepared, with yields of macrocycle formation of up to 39%. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2016 journal article

Panchromatic chromophore–tetrapyrrole light-harvesting arrays constructed from Bodipy, perylene, terrylene, porphyrin, chlorin, and bacteriochlorin building blocks

New Journal of Chemistry, 40(9), 8032–8052.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, Crossref
Added: August 6, 2018

2016 journal article

Photophysical Properties and Electronic Structure of Porphyrins Bearing Zero to Four meso-Phenyl Substituents: New Insights into Seemingly Well Understood Tetrapyrroles

JOURNAL OF PHYSICAL CHEMISTRY A, 120(49), 9719–9731.

MeSH headings : Electrons; Fluorescence; Molecular Structure; Photochemical Processes; Porphyrins / chemistry; Quantum Theory; Tetrapyrroles / chemistry
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2016 journal article

Photophysical comparisons of PEGylated porphyrins, chlorins and bacteriochlorins in water

NEW JOURNAL OF CHEMISTRY, 40(11), 9648–9656.

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2016 journal article

Scope and limitations of two model prebiotic routes to tetrapyrrole macrocycles

NEW JOURNAL OF CHEMISTRY, 40(9), 7445–7455.

By: M. Taniguchi n, R. Deans n, V. Chandrashaker n, M. Ptaszek n & J. Lindsey n

Contributors: M. Taniguchi n, R. Deans n, V. Chandrashaker n, M. Ptaszek n & J. Lindsey n

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2016 article

Synthesis and photophysical characteristics of 2,3,12,13-tetraalkylbacteriochlorins

Zhang, S., Kim, H.-J., Tang, Q., Yang, E., Bocian, D. F., Holten, D., & Lindsey, J. S. (2016, July 1). NEW JOURNAL OF CHEMISTRY, Vol. 40, pp. 5942–5956.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2016 journal article

Synthesis of diverse acyclic precursors to pyrroles for studies of prebiotic routes to tetrapyrrole macrocycles

NEW JOURNAL OF CHEMISTRY, 40(10), 8786–8808.

Contributors: V. Chandrashaker n, M. Ptaszek n, M. Taniguchi n & J. Lindsey n

TL;DR: The synthesis of 53 compounds is described, encompassing 28 new compounds as well as 25 known compounds that have been more fully characterized or prepared via alternative routes that may prove useful in mainstream syntheses of diverse tetrapyrroles regardless of possible prebiotic relevance. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2016 review

Synthetic Chlorins, Possible Surrogates for Chlorophylls, Prepared by Derivatization of Porphyrins

[Review of ]. CHEMICAL REVIEWS, 117(2), 344–535.

By: M. Taniguchi n & J. Lindsey n

Contributors: M. Taniguchi n & J. Lindsey n

MeSH headings : Chlorophyll / chemistry; Porphyrins / chemistry; Stereoisomerism
TL;DR: The synthesis and spectral properties of the vast collection of compounds described herein are expected to illuminate the scope to which synthetic chlorins can serve as surrogates for chlorophylls and be exploited in diverse ways. (via Semantic Scholar)
UN Sustainable Development Goal Categories
15. Life on Land (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2016 journal article

The Porphobilinogen Conundrum in Prebiotic Routes to Tetrapyrrole Macrocycles

ORIGINS OF LIFE AND EVOLUTION OF BIOSPHERES, 47(1), 93–119.

Contributors: M. Taniguchi n, M. Ptaszek*, V. Chandrashaker n & J. Lindsey n

author keywords: delta-aminolevulinic acid; Porphyrinogen; Porphyrin; DFT; Biosynthesis; Biomimetic
MeSH headings : Aminolevulinic Acid / analogs & derivatives; Aminolevulinic Acid / chemistry; Evolution, Chemical; Kinetics; Origin of Life; Porphobilinogen / chemistry; Tetrapyrroles / chemistry
TL;DR: The results suggest efforts toward a biomimetic, enzyme-free route to tetrapyrroles from ALA should turn away from structure-directed reactions and focus on catalysts that orient the two aminoketones to form PBG in a kinetically controlled process, thereby avoiding formation of pseudo-PBG. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2016 journal article

Tuning the Electronic Structure and Properties of Perylene-Porphyrin-Perylene Panchromatic Absorbers

JOURNAL OF PHYSICAL CHEMISTRY A, 120(38), 7434–7450.

TL;DR: Of the four triads, FbT is the most panchromatic in affording the most even distribution of absorption spectral intensity as well as exhibiting the largest wavelength span (380-750 nm). (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2015 journal article

Complexity in structure-directed prebiotic chemistry. Effect of a defective competing reactant in tetrapyrrole formation

NEW JOURNAL OF CHEMISTRY, 39(11), 8273–8281.

By: R. Deans n, V. Chandrashaker n, M. Taniguchi n & J. Lindsey n

Contributors: R. Deans n, V. Chandrashaker n, M. Taniguchi n & J. Lindsey n

Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2015 review

De Novo Synthesis of Gem-Dialkyl Chlorophyll Analogues for Probing and Emulating Our Green World

[Review of ]. CHEMICAL REVIEWS, 115(13), 6534–6620.

By: J. Lindsey n

MeSH headings : Chlorophyll / chemical synthesis; Chlorophyll / chemistry; Molecular Structure; Porphyrins / chemical synthesis; Porphyrins / chemistry
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2015 journal article

Elaboration of an unexplored substitution site in synthetic bacteriochlorins

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 19(7), 887–902.

Contributors: N. Zhang n, K. Reddy n, J. Jiang n, M. Taniguchi n, R. Sommer n & J. Lindsey n

author keywords: hydroporphyrin; dioxepine; chlorophyllone; bacteriochlorophyllone; auxochrome; artificial photosynthesis
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2015 journal article

Extending the Short and Long Wavelength Limits of Bacteriochlorin Near-Infrared Absorption via Dioxo- and Bisimide-Functionalization

JOURNAL OF PHYSICAL CHEMISTRY B, 119(12), 4382–4395.

By: P. Vairaprakash n, E. Yang*, T. Sahin n, M. Taniguchi n, M. Krayer n, J. Diers*, A. Wang*, D. Niedzwiedzki* ...

Contributors: P. Vairaprakash n, E. Yang*, T. Sahin n, M. Taniguchi n, M. Krayer n, J. Diers*, A. Wang*, D. Niedzwiedzki* ...

MeSH headings : Carbon-13 Magnetic Resonance Spectroscopy; Molecular Structure; Photochemical Processes; Porphyrins / chemical synthesis; Porphyrins / chemistry; Proton Magnetic Resonance Spectroscopy; Spectroscopy, Near-Infrared / methods
TL;DR: Six new bacteriochlorins expanding the range of the strong near-infrared absorption (Qy band) to both shorter and longer wavelengths (∼690 to ∼900 nm) have been synthesized and characterized and have excited-state lifetimes that are sufficiently long for use in molecular-based systems for photochemical applications. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2015 journal article

Hydrophilic bioconjugatable trans-AB-porphyrins and peptide conjugates

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 19(5), 663–678.

author keywords: water-soluble; manganese; dipyrromethane; molecular design; facial encumbrance
TL;DR: Porphyrins bearing a single bioconjugatable group and a single water-solubilization motif in a trans-AB-architecture provide a compact design of value for studies in diverse disciplines. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2015 journal article

Near-infrared tunable bacteriochlorins equipped for bioorthogonal labeling

NEW JOURNAL OF CHEMISTRY, 39(6), 4534–4550.

By: J. Jiang n, M. Taniguchi n & J. Lindsey n

Contributors: J. Jiang n, M. Taniguchi n & J. Lindsey n

TL;DR: Nine lipophilic, wavelength-tunable bacteriochlorins (seven free base; two zinc chelates) have been prepared that bear a single bioconjugatable group, fulfilling two key molecular design criteria for use of NIR-active chromophores in a variety of photochemical applications. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2015 journal article

Paley's watchmaker analogy and prebiotic synthetic chemistry in surfactant assemblies. Formaldehyde scavenging by pyrroles leading to porphyrins as a case study

ORGANIC & BIOMOLECULAR CHEMISTRY, 13(39), 10025–10031.

Contributors: E. Alexy n, C. Hintz n, H. Hughes n, M. Taniguchi n & J. Lindsey n

MeSH headings : Formaldehyde / chemistry; Micelles; Origin of Life; Phosphatidylcholines / chemistry; Porphyrins / chemistry; Pyrroles / chemistry; Surface-Active Agents / chemistry; Unilamellar Liposomes / chemistry
TL;DR: The fruitful exchange, accumulation and reaction of minute quantities of reactants in aqueous-surfactant assemblies suggest a general means for formation of prebiotically valuable constituents, even when the statistical odds at the outset are overwhelmingly improbable. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2015 journal article

Photophysical Properties and Electronic Structure of Chlorin-Imides: Bridging the Gap between Chlorins and Bacteriochlorins

JOURNAL OF PHYSICAL CHEMISTRY B, 119(24), 7503–7515.

By: K. Faries*, J. Diers*, J. Springer*, E. Yang*, M. Ptaszek n, D. Lahaye n, M. Krayer n, M. Taniguchi n ...

Contributors: K. Faries*, J. Diers*, J. Springer*, E. Yang*, M. Ptaszek n, D. Lahaye n, M. Krayer n, M. Taniguchi n ...

MeSH headings : Electrons; Fluorescence; Imides / chemistry; Molecular Structure; Photochemical Processes; Porphyrins / chemistry; Quantum Theory
TL;DR: The photophysical properties of a set of six chlorin-imides and nine synthetic chlorin analogues that extend the absorption deeper into these key spectral regions of the solar spectrum and help bridge the gap between typical chlorins and bacteriochlorins are reported. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2015 journal article

Progress towards synthetic chlorins with graded polarity, conjugatable substituents, and wavelength tunability

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 19(4), 547–572.

By: D. Ra n, K. Gauger n, K. Muthukumaran n, T. Balasubramanian n, V. Chandrashaker n, M. Taniguchi n, Z. Yu*, D. Talley* ...

Contributors: D. Ra n, K. Gauger n, K. Muthukumaran n, T. Balasubramanian n, V. Chandrashaker n, M. Taniguchi n, Z. Yu*, D. Talley* ...

author keywords: auxochrome; artificial photosynthesis; chlorophyll; hydroporphyrin; hydrophilic; photomedicine
TL;DR: Twenty new chlorins (17 targets, 6 intermediates) have been prepared and the challenge associated with molecular designs that encompass the combination of "hydrophilic, bioconjugatable and wavelength-tunable" chiefly resides in the nature of the hydrophilic unit. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2015 journal article

Self-Assembled Light-Harvesting System from Chromophores in Lipid Vesicles

JOURNAL OF PHYSICAL CHEMISTRY B, 119(32), 10231–10243.

MeSH headings : Boron / chemistry; Computer Simulation; Fluorescence Resonance Energy Transfer; Kinetics; Light-Harvesting Protein Complexes / chemistry; Lipid Bilayers / chemistry; Models, Chemical; Phosphatidylcholines / chemistry; Photochemical Processes; Porphyrins / chemistry; Spectrum Analysis; Unilamellar Liposomes / chemistry
TL;DR: Initial studies of two ternary and one quaternary combination of chromophores show the enhanced spectral coverage and energy-transfer efficacy expected on the basis of the binary systems, which may provide one of the simplest designs for self-assembled light-harvesting systems. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2015 journal article

Synthetic bacteriochlorins bearing polar motifs (carboxylate, phosphonate, ammonium and a short PEG). Water-solubilization, bioconjugation, and photophysical properties

NEW JOURNAL OF CHEMISTRY, 39(7), 5694–5714.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2014 journal article

Amphiphilic, hydrophilic, or hydrophobic synthetic bacteriochlorins in biohybrid light-harvesting architectures: consideration of molecular designs

PHOTOSYNTHESIS RESEARCH, 122(2), 187–202.

By: J. Jiang n, K. Reddy n, M. Pavan n, E. Lubian n, M. Harris*, J. Jiao*, D. Niedzwiedzki*, C. Kirmaier* ...

author keywords: Light harvesting; Photosynthetic antenna; Energy transfer; Bacteriochlorin; Bacteriochlorophyll; Bioconjugate; Dyad; Self-assembly
MeSH headings : Bioelectric Energy Sources; Light; Light-Harvesting Protein Complexes / chemistry; Models, Molecular; Porphyrins / chemistry; Protein Conformation
TL;DR: In terms of handling, assembly and energy-transfer efficiency taken together, the amphiphilic design examined herein is more attractive than the prior hydrophilic or hydrophobic designs. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2014 journal article

Effects of Substituents on Synthetic Analogs of Chlorophylls. Part 4: How Formyl Group Location Dictates the Spectral Properties of Chlorophylls b, d and f

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 91(2), 331–342.

MeSH headings : Biomimetic Materials / chemical synthesis; Biomimetic Materials / chemistry; Chlorophyll / analogs & derivatives; Chlorophyll / chemistry; Chlorophyll A; Coordination Complexes / chemical synthesis; Coordination Complexes / chemistry; Electrons; Fluorescence; Light; Magnesium / chemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Quantum Theory; Spectrometry, Fluorescence; Zinc / chemistry
TL;DR: The analysis has uncovered the key changes in electronic structure engendered by the presence/location of a formyl group at various macrocycle positions, which is relevant to understanding the distinct spectral properties of the natural chlorophylls a, b, d and f. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2014 journal article

Enhanced Light-Harvesting Capacity by Micellar Assembly of Free Accessory Chromophores and LH1-like Antennas

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 90(6), 1264–1276.

By: M. Harris*, T. Sahin n, J. Jiang n, P. Vairaprakash n, P. Parkes-Loach*, D. Niedzwiedzki*, C. Kirmaier*, P. Loach* ...

MeSH headings : Energy Transfer; Light-Harvesting Protein Complexes / chemistry; Micelles; Spectroscopy, Fourier Transform Infrared
TL;DR: The use of free accessory chromophores affords a simple design to enhance the overall light‐harvesting capacity of biohybrid LH1‐like architectures. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2014 journal article

NMR spectral properties of 16 synthetic bacteriochlorins with site-specific C-13 or N-15 substitution

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 18(6), 433–456.

By: C. Chen n, M. Taniguchi n & J. Lindsey n

Contributors: C. Chen n, M. Taniguchi n & J. Lindsey n

author keywords: bacteriochlorin; chlorin; porphyrin; NMR; coupling constants; macrocycle
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2014 journal article

Panchromatic absorbers for solar light-harvesting

CHEMICAL COMMUNICATIONS, 50(93), 14512–14515.

TL;DR: A set of panchromatic absorbers exhibiting long excited-state lifetimes in both polar and nonpolar media has been prepared and should find utility in molecular solar-conversion systems. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2014 journal article

Photophysical properties and electronic structure of retinylidene–chlorin–chalcones and analogues

Photochemical & Photobiological Sciences, 13(4), 634.

Contributors: J. Springer*, M. Taniguchi n, M. Krayer n, C. Ruzié, J. Diers*, D. Niedzwiedzki*, D. Bocian*, J. Lindsey n, D. Holten*

TL;DR: The spectral and photophysical properties of four chlorin-chalcones reported provide insight into the fundamental properties of chlorins and illustrate the utility of chalcones as a means of both tuning and augmenting the spectral properties of these chromophores. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Crossref, ORCID
Added: August 28, 2020

2014 journal article

Polarity-tunable and wavelength-tunable bacteriochlorins bearing a single carboxylic acid or NHS ester. Use in a protein bioconjugation model system

NEW JOURNAL OF CHEMISTRY, 39(1), 403–419.

TL;DR: The results show facile access to a collection of useful bacteriochlorins for NIR spectroscopic studies, along with a pigment–protein system that serves the dual purposes of a convenient testbed for evaluating protein bioconjugation processes as well as a nanosized architecture for use in photochemical studies. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2014 journal article

Probing Electronic Communication for Efficient Light-Harvesting Functionality: Dyads Containing a Common Perylene and a Porphyrin, Chlorin, or Bacteriochlorin

JOURNAL OF PHYSICAL CHEMISTRY B, 118(6), 1630–1647.

MeSH headings : Absorption; Electric Power Supplies; Electrons; Energy Transfer; Light; Models, Molecular; Molecular Conformation; Oxidation-Reduction; Perylene / chemistry; Porphyrins / chemistry; Tetrapyrroles / chemistry
TL;DR: The synthesis, photophysical, redox, and molecular-orbital characteristics of three perylene-tetrapyrrole dyads were investigated to probe the efficacy of the arrays for use as light-harvesting constituents and found the Dexter through-bond mechanism contributes more substantially than the through-space mechanism to energy transfer in the dyads. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2014 journal article

Regioselective β-pyrrolic electrophilic substitution of hydrodipyrrin–dialkylboron complexes facilitates access to synthetic models for chlorophyll f

New Journal of Chemistry, 38(4), 1717.

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, ORCID, Crossref
Added: November 12, 2019

2014 journal article

Stable synthetic mono-substituted cationic bacteriochlorins mediate selective broad-spectrum photoinactivation of drug-resistant pathogens at nanomolar concentrations

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, 141, 119–127.

MeSH headings : Apoptosis / drug effects; Apoptosis / radiation effects; Candida albicans / drug effects; Candida albicans / radiation effects; Cations / chemistry; Cryptococcus neoformans / drug effects; Cryptococcus neoformans / radiation effects; Drug Resistance, Bacterial / drug effects; Drug Resistance, Bacterial / radiation effects; Drug Resistance, Fungal / drug effects; Drug Resistance, Fungal / radiation effects; Fluorescent Dyes / chemistry; Gram-Negative Bacteria / drug effects; Gram-Negative Bacteria / radiation effects; Gram-Positive Bacteria / drug effects; Gram-Positive Bacteria / radiation effects; HeLa Cells; Humans; Light; Photosensitizing Agents / chemical synthesis; Photosensitizing Agents / chemistry; Photosensitizing Agents / pharmacology; Porphyrins / chemical synthesis; Porphyrins / chemistry; Porphyrins / pharmacology; Singlet Oxygen / chemistry; Singlet Oxygen / pharmacology
TL;DR: The highly active photodynamic inactivation of microbial cells may stem from the amphiphilic and cationic features of the bacteriochlorins, which were tested against a panel of pathogenic microorganisms. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2014 journal article

Statistical considerations on the formation of circular photosynthetic light-harvesting complexes from Rhodopseudomonas palustris

PHOTOSYNTHESIS RESEARCH, 121(1), 49–60.

By: M. Taniguchi n, S. Henry*, R. Cogdell* & J. Lindsey n

Contributors: M. Taniguchi n, S. Henry*, R. Cogdell* & J. Lindsey n

author keywords: Bacterial photosynthesis; Light-harvesting; Heterogeneous; Oligomer; Diversity; Simulation; Self-assembly
MeSH headings : Bacteriochlorophylls / chemistry; Bacteriochlorophylls / metabolism; Light-Harvesting Protein Complexes / chemistry; Light-Harvesting Protein Complexes / metabolism; Photosynthesis / physiology; Rhodopseudomonas / chemistry; Rhodopseudomonas / metabolism
TL;DR: The software program Cyclaplex, which enables generation and data-mining of virtual libraries of molecular rings formed upon combinatorial reactions, has been used to delineate the possible number and type of distinct nonamers as a function of numbers of distinct protomers. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2014 journal article

Synthesis of 24 Bacteriochlorin Isotopologues, Each Containing a Symmetrical Pair of C-13 or N-15 Atoms in the Inner Core of the Macrocycle

JOURNAL OF ORGANIC CHEMISTRY, 79(3), 1001–1016.

MeSH headings : Carbon Isotopes / chemical synthesis; Carbon Isotopes / chemistry; Catalysis; Formaldehyde / chemistry; Formamides / chemistry; Molecular Structure; Photochemistry; Polymers / chemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Spectroscopy, Near-Infrared
TL;DR: Together, the 24 bacteriochlorin isotopologues should provide valuable benchmarks for understanding ground- and excited-state molecular physics of the macrocycles related to photosynthetic function of bacterio chlorophylls. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2014 journal article

Versatile design of biohybrid light-harvesting architectures to tune location, density, and spectral coverage of attached synthetic chromophores for enhanced energy capture

PHOTOSYNTHESIS RESEARCH, 121(1), 35–48.

By: M. Harris*, J. Jiang n, D. Niedzwiedzki*, J. Jiao*, M. Taniguchi n, C. Kirmaier*, P. Loach*, D. Bocian* ...

Contributors: M. Harris*, J. Jiang n, D. Niedzwiedzki*, J. Jiao*, M. Taniguchi n, C. Kirmaier*, P. Loach*, D. Bocian* ...

author keywords: Light harvesting; Photosynthetic antenna; Energy transfer; Bacteriochlorin; Bacteriochlorophyll; Bioconjugate; Self-assembly; LH1
MeSH headings : Bacteriochlorophylls / chemistry; Bacteriochlorophylls / genetics; Bacteriochlorophylls / metabolism; Light-Harvesting Protein Complexes / chemistry; Light-Harvesting Protein Complexes / genetics; Light-Harvesting Protein Complexes / metabolism; Protein Structure, Secondary; Rhodobacter sphaeroides / chemistry; Rhodobacter sphaeroides / genetics; Rhodobacter sphaeroides / metabolism
TL;DR: Three new designs, each of which employs analogs of the β-polypeptide from Rhodobacter sphaeroides, have been investigated, and illustrate the great latitude of the biohybrid approach for the design of diverse light-harvesting systems. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2014 journal article

Vibronic Characteristics and Spin-Density Distributions in Bacteriochlorins as Revealed by Spectroscopic Studies of 16 Isotopologues. Implications for Energy- and Electron-Transfer in Natural Photosynthesis and Artificial Solar-Energy Conversion

JOURNAL OF PHYSICAL CHEMISTRY B, 118(27), 7520–7532.

TL;DR: Findings have implications for how the structural features that characterize natural bacterio chlorophylls might influence energy- and electron-transfer processes in photosynthesis and alter the thinking on the design of synthetic, bacteriochlorin-based arrays for solar-energy conversion. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (Web of Science; OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2013 journal article

Amphiphilic chlorins and bacteriochlorins in micellar environments. Molecular design, de novo synthesis, and photophysical properties

Chemical Science, 4(9), 3459.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Crossref
Added: September 6, 2020

2013 journal article

Aqueous–membrane partitioning of β-substituted porphyrins encompassing diverse polarity

New Journal of Chemistry, 37(4), 1087.

By: A. Soares n, Y. Thanaiah n, M. Taniguchi n & J. Lindsey n

Contributors: A. Soares n, Y. Thanaiah n, M. Taniguchi n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Crossref, ORCID
Added: August 28, 2020

2013 journal article

Catalytic diversification upon metal scavenging in a prebiotic model for formation of tetrapyrrole macrocycles

NEW JOURNAL OF CHEMISTRY, 37(9), 2716–2732.

By: A. Soares n, D. Anderson n, V. Chandrashaker n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2013 journal article

Distinct Photophysical and Electronic Characteristics of Strongly Coupled Dyads Containing a Perylene Accessory Pigment and a Porphyrin, Chlorin, or Bacteriochlorin

JOURNAL OF PHYSICAL CHEMISTRY B, 117(31), 9288–9304.

MeSH headings : Electrons; Oxidation-Reduction; Perylene / chemistry; Porphyrins / chemistry; Quantum Theory
TL;DR: The physicochemical characteristics of the strongly coupled perylene-tetrapyrrole dyads render these architectures excellent candidates for light-harvesting materials with significant, even panchromatic, near-ultraviolet to near-infrared absorption. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2013 journal article

Enumeration of Virtual Libraries of Combinatorial Modular Macrocyclic (Bracelet, Necklace) Architectures and Their Linear Counterparts

JOURNAL OF CHEMICAL INFORMATION AND MODELING, 53(9), 2203–2216.

By: M. Taniguchi n, H. Du n & J. Lindsey n

Contributors: M. Taniguchi n, H. Du n & J. Lindsey n

MeSH headings : Algorithms; Combinatorial Chemistry Techniques; Informatics / methods; Isomerism; Macrocyclic Compounds / chemistry; Software; User-Computer Interface
TL;DR: A software program has been developed to determine the number, identity, and relative amounts of linear and cyclic architectures from a given number and ratio of reacting monomers. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2013 journal article

Expanded combinatorial formation of porphyrin macrocycles in aqueous solution containing vesicles. A prebiotic model

New Journal of Chemistry, 37(4), 1073.

By: A. Soares n, M. Taniguchi n, V. Chandrashaker n & J. Lindsey n

Contributors: A. Soares n, M. Taniguchi n, V. Chandrashaker n & J. Lindsey n

TL;DR: The relative insensitivity of physicochemical properties (partitioning, photoactivity) toward combinatorial expansion may be a valuable yet unappreciated attribute for prebiotic functionality. (via Semantic Scholar)
Sources: NC State University Libraries, Crossref, ORCID
Added: August 28, 2020

2013 journal article

Hydrophilic tetracarboxy bacteriochlorins for photonics applications

ORGANIC & BIOMOLECULAR CHEMISTRY, 12(1), 86–103.

By: J. Jiang n, P. Vairaprakash n, K. Reddy n, T. Sahin n, M. Pavan n, E. Lubian n, J. Lindsey n

MeSH headings : Carboxylic Acids / chemistry; Hydrogen-Ion Concentration; Hydrophobic and Hydrophilic Interactions; Models, Molecular; Molecular Structure; Photons; Porphyrins / chemical synthesis; Porphyrins / chemistry
TL;DR: A new molecular design is investigated wherein 3,5-dicarboxyphenyl units are appended to the β-pyrrolic positions of the bacteriochlorin, and a new facile de novo synthetic route for obtaining hydrophilic bacterio chlorins including a bioconjugatable group if desired is shown. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2013 journal article

Integration of multiple chromophores with native photosynthetic antennas to enhance solar energy capture and delivery

Chemical Science, 4(10), 3924.

By: M. Harris*, P. Parkes-Loach*, J. Springer*, J. Jiang n, E. Martin*, P. Qian*, J. Jiao*, D. Niedzwiedzki* ...

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Crossref
Added: September 7, 2020

2013 journal article

Molecular Electronic Tuning of Photosensitizers to Enhance Photodynamic Therapy: Synthetic Dicyanobacteriochlorins as a Case Study

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 89(3), 605–618.

MeSH headings : Bacteriochlorophylls / chemistry; Coordination Complexes / chemical synthesis; Coordination Complexes / chemistry; Drug Stability; Electrons; HeLa Cells; Humans; Kinetics; Luminescent Measurements; Oxidation-Reduction; Palladium / chemistry; Photochemotherapy; Photosensitizing Agents / chemical synthesis; Photosensitizing Agents / chemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Quantum Theory; Spectroscopy, Near-Infrared; Thermodynamics; Zinc / chemistry
TL;DR: A perhaps counterintuitive result is that of the three dicyanobacteriochlorins, the photosensitizer with the shortest triplet lifetime (7 μs), (NC)2BC‐Pd has the highest activity. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2013 journal article

Palette of lipophilic bioconjugatable bacteriochlorins for construction of biohybrid light-harvesting architectures

Chemical Science, 4(5), 2036.

By: K. Reddy n, J. Jiang n, M. Krayer n, M. Harris*, J. Springer*, E. Yang*, J. Jiao*, D. Niedzwiedzki* ...

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Crossref
Added: September 6, 2020

2013 journal article

Photophysical Properties and Electronic Structure of Bacteriochlorin-Chalcones with Extended Near-Infrared Absorption

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 89(3), 586–604.

MeSH headings : Bacteriochlorophylls / chemistry; Chalcones / chemistry; Dimethyl Sulfoxide; Electrons; Kinetics; Molecular Mimicry; Porphyrins / chemistry; Quantum Theory; Solvents; Spectroscopy, Near-Infrared; Tetrapyrroles / chemistry; Thermodynamics; Toluene
TL;DR: Insight is provided into the fundamental properties of bacteriochlorins and designs for tuning the spectral and photophysical features of these near‐infrared‐absorbing tetrapyrrole chromophores are illustrated. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2013 journal article

Synthesis and photophysical properties of chlorins bearing 0–4 distinct meso-substituents

Photochemical & Photobiological Sciences, 12(12), 2089.

MeSH headings : Cyclization; Magnetic Resonance Spectroscopy; Metalloporphyrins / chemical synthesis; Metalloporphyrins / chemistry; Models, Molecular; Oxidation-Reduction; Pheophytins / chemistry; Quantum Theory; Spectrometry, Fluorescence; Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
TL;DR: Density functional theory calculations show that of the frontier molecular orbitals of the chlorin, the energy of the HOMO-1 is the most affected by meso-aryl substituents, undergoing progressive destabilization as the number of meso -aryl groups is increased. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Crossref, ORCID
Added: August 28, 2020

2013 journal article

Synthetic bacteriochlorins with integral spiro-piperidine motifs

New Journal of Chemistry, 37(4), 1157.

By: K. Reddy n, E. Lubian n, M. Pavan n, H. Kim*, E. Yang*, D. Holten*, J. Lindsey n

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Crossref
Added: September 6, 2020

2012 journal article

A tandem combinatorial model for the prebiogenesis of diverse tetrapyrrole macrocycles

New Journal of Chemistry, 36(4), 1057.

By: M. Taniguchi n, A. Soares, V. Chandrashaker n & J. Lindsey n

Contributors: M. Taniguchi n, A. Soares, V. Chandrashaker n & J. Lindsey n

TL;DR: In terms of the polarity of the tetrapyrrole macrocycles formed, an all-at-once non-enzymic combinatorial process recapitulates features of the stepwise biosynthetic pathway. (via Semantic Scholar)
Sources: NC State University Libraries, Crossref, ORCID
Added: August 28, 2020

2012 journal article

Biohybrid Photosynthetic Antenna Complexes for Enhanced Light-Harvesting

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 134(10), 4589–4599.

By: J. Springer, P. Parkes-Loach*, K. Reddy n, M. Krayer n, J. Jiao*, G. Lee*, D. Niedzwiedzki, M. Harris ...

MeSH headings : Amino Acid Sequence; Light; Light-Harvesting Protein Complexes / chemistry; Models, Molecular; Molecular Sequence Data; Photosynthesis; Spectroscopy, Fourier Transform Infrared
TL;DR: The new biohybrid antennas retain the energy-transfer and self-assembly characteristics of the native antenna complexes, offer enhanced coverage of the solar spectrum, and illustrate a versatile paradigm for the construction of artificial LH systems. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2012 journal article

Competing Knorr and Fischer-Fink pathways to pyrroles in neutral aqueous solution

TETRAHEDRON, 68(34), 6957–6967.

By: V. Chandrashaker n, M. Taniguchi n, M. Ptaszek n & J. Lindsey n

Contributors: V. Chandrashaker n, M. Taniguchi n, M. Ptaszek n & J. Lindsey n

author keywords: Prebiotic; Mass balance; Tetrapyrrole; Aminolevulinic acid; Biomimetic; Pyrrole
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2012 journal article

Diversity, isomer composition, and design of combinatorial libraries of tetrapyrrole macrocycles

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 16(1), 1–13.

By: M. Taniguchi n & J. Lindsey n

Contributors: M. Taniguchi n & J. Lindsey n

author keywords: combinatorial chemistry; library; chemset; pyrrole; porphyrin; phthalocyanine; porphyrazine; mass degeneracy; prebiotic
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2012 journal article

Effects of Linker Torsional Constraints on the Rate of Ground-State Hole Transfer in Porphyrin Dyads

INORGANIC CHEMISTRY, 51(20), 11076–11086.

TL;DR: The trends in the temperature dependence of hole/electron-transfer among the three dyads are consistent with torsional motions of the aryl rings of the linker providing for thermal activation of the process at higher temperatures in the case of the less torsionally constrained dyads, Tl(2)-U and Tl (2)-M. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2012 journal article

Effects of Substituents on Synthetic Analogs of Chlorophylls. Part 3: The Distinctive Impact of Auxochromes at the 7-versus 3-Positions

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 88(3), 651–674.

MeSH headings : Chlorophyll / analogs & derivatives; Chlorophyll / chemical synthesis; Chlorophyll / chemistry; Magnetic Resonance Spectroscopy; Spectrometry, Fluorescence; Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
TL;DR: The spectral properties are governed by an intricate interplay of electronic effects of substituents at particular sites on the four frontier MOs of the chlorin macrocycle. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2012 journal article

Primordial oil slick and the formation of hydrophobic tetrapyrrole macrocycles

Astrobiology, 12(11), 1055–1068.

By: A. Soares n, M. Taniguchi n, V. Chandrashaker n & J. Lindsey n

Contributors: A. Soares n, M. Taniguchi n, V. Chandrashaker n & J. Lindsey n

MeSH headings : Hydrogen-Ion Concentration; Hydrophobic and Hydrophilic Interactions; Kinetics; Oils / chemistry; Photosynthesis; Porphyrins / chemical synthesis; Solutions; Tetrapyrroles / chemical synthesis; Water / chemistry
TL;DR: The results indicate a facile means for the formation of highly hydrophobic constituents of potential value for prebiotic photosynthesis. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, NC State University Libraries, ORCID
Added: August 6, 2018

2012 journal article

Self-organization of tetrapyrrole constituents to give a photoactive protocell

Chemical Science, 3(6), 1963.

By: A. Soares n, M. Taniguchi n, V. Chandrashaker n & J. Lindsey n

Contributors: A. Soares n, M. Taniguchi n, V. Chandrashaker n & J. Lindsey n

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Crossref, ORCID
Added: August 28, 2020

2012 journal article

Stable Synthetic Bacteriochlorins for Photodynamic Therapy: Role of Dicyano Peripheral Groups, Central Metal Substitution (2H, Zn, Pd), and Cremophor EL Delivery

ChemMedChem, 7(12), 2155–2167.

By: Y. Huang*, T. Balasubramanian n, E. Yang*, D. Luo*, J. Diers*, D. Bocian*, J. Lindsey n, D. Holten*, M. Hamblin*

author keywords: antitumor agents; Cremophor EL micelles; photodynamic therapy; photostability; reactive oxygen species; synthetic bacteriochlorins
MeSH headings : Animals; Coordination Complexes / administration & dosage; Coordination Complexes / chemistry; Coordination Complexes / pharmacology; Glycerol / analogs & derivatives; Glycerol / chemistry; HeLa Cells; Humans; Neoplasms / drug therapy; Palladium / administration & dosage; Palladium / chemistry; Palladium / pharmacology; Pharmaceutical Vehicles / chemistry; Photochemotherapy; Photosensitizing Agents / administration & dosage; Photosensitizing Agents / chemistry; Photosensitizing Agents / pharmacology; Porphyrins / administration & dosage; Porphyrins / chemistry; Porphyrins / pharmacology; Zinc / administration & dosage; Zinc / chemistry; Zinc / pharmacology
TL;DR: The incorporation of cyano substituents provides an excellent motif for the enhancement of the photoactivity and photostability of bacteriochlorins as PDT photosensitizers. (via Semantic Scholar)
Sources: NC State University Libraries, Crossref
Added: September 6, 2020

2012 journal article

Synthesis and Physicochemical Properties of Metallobacteriochlorins

INORGANIC CHEMISTRY, 51(17), 9443–9464.

By: C. Chen n, E. Sun n, D. Fan n, M. Taniguchi n, B. McDowell n, E. Yang*, J. Diers*, D. Bocian*, D. Holten*, J. Lindsey n

Contributors: C. Chen n, E. Sun n, D. Fan n, M. Taniguchi n, B. McDowell n, E. Yang*, J. Diers*, D. Bocian*, D. Holten*, J. Lindsey n

MeSH headings : Absorption; Chemical Phenomena; Chemistry Techniques, Synthetic; Electrochemistry; Electrons; Metalloporphyrins / chemical synthesis; Metalloporphyrins / chemistry; Porphyrins / chemistry
TL;DR: Electrochemical characteristics of (metal-free) bacteriochlorins were probed through electrochemical measurements along with density functional theory calculation of the energies of the frontier molecular orbitals and photophysical properties are generally similar to those of the metal-free analogues. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2012 journal article

Synthesis and evaluation of cationic bacteriochlorin amphiphiles with effective in vitro photodynamic activity against cancer cells at low nanomolar concentration

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 17(1-2), 73–85.

author keywords: photodynamic therapy; HeLa cancer cells; bacteriochlorins; confocal microscopy; subcellular localization; apoptosis
TL;DR: Three new synthetic bacteriochlorins, each bearing a single side-chain containing one or two positive charges, were investigated for their in vitro PDT activity against HeLa human cancer cells, showing the importance of appropriate peripheral groups about a photosensitizer for effective PDT applications. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2011 journal article

A trans-AB-Bacteriochlorin Building Block

JOURNAL OF ORGANIC CHEMISTRY, 76(22), 9478–9487.

By: O. Mass n & J. Lindsey n

MeSH headings : Acetals / chemical synthesis; Acetals / chemistry; Catalysis; Halogenation; Molecular Structure; Photochemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Pyrroles / chemistry
TL;DR: Four new results are reported concerning the synthesis of substituted bacteriochlorins, including a new, scalable route to 1,1-dimethoxy-4-methylpent-3-en-2-one, which afford deeper understanding of the scope and limitations of the de novo route and also advance the capabilities for tailoring synthetic bacterio chlorins. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2011 journal article

De novo synthesis and photophysical characterization of annulated bacteriochlorins. Mimicking and extending the properties of bacteriochlorophylls

New Journal of Chemistry, 35(3), 587.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Crossref
Added: September 6, 2020

2011 journal article

De novo synthesis and properties of analogues of the self-assembling chlorosomal bacteriochlorophylls

New Journal of Chemistry, 35(11), 2671.

By: O. Mass n, D. Pandithavidana n, M. Ptaszek n, K. Santiago n, J. Springer*, J. Jiao*, Q. Tang*, C. Kirmaier* ...

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Crossref
Added: September 6, 2020

2011 journal article

Encoding isotopic watermarks in molecular electronic materials as an anti-counterfeiting strategy. Application to porphyrins for information storage

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 15(7-8), 505–516.

Contributors: J. Lindsey n, P. Thamyongkit n, M. Taniguchi n & D. Bocian*

author keywords: watermark; mass encoding; isotope; porphyrin; capacitor; chip; resonance Raman; mass spectrometry
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2011 journal article

Facile synthesis of a B,D-tetradehydrocorrin and rearrangement to bacteriochlorins

New Journal of Chemistry, 35(7), 1376.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Crossref
Added: September 6, 2020

2011 review

Molecules for Charge-Based Information Storage

[Review of ]. ACCOUNTS OF CHEMICAL RESEARCH, 44(8), 638–650.

TL;DR: This Account surveys more than a decade of results from research programs to employ porphyrin molecules as charge-storage elements in hybrid semiconductor-molecular dynamic random access memory, indicating the superior features of selected molecular architectures for molecular electronics applications. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2011 journal article

Photophysical Properties and Electronic Structure of Stable, Tunable Synthetic Bacteriochlorins: Extending the Features of Native Photosynthetic Pigments

JOURNAL OF PHYSICAL CHEMISTRY B, 115(37), 10801–10816.

MeSH headings : Bacteriochlorophylls / chemistry; Electrons; Pheophytins / chemistry; Photosynthesis; Porphyrins / chemical synthesis; Porphyrins / chemistry; Quantum Theory; Spectroscopy, Near-Infrared
TL;DR: The studies show how the palette of synthetic bacteriochlorins extends the properties of the native photosynthetic pigments (bacteriochlorophylls) and elucidated design principles for tuning the spectral and photophysical characteristics as required for a wide variety of photochemical applications. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2011 journal article

Synthesis and Photophysical Characterization of Stable Indium Bacteriochlorins

INORGANIC CHEMISTRY, 50(10), 4607–4618.

By: M. Krayer n, E. Yang*, H. Kim n, H. Kee*, R. Deans n, C. Sluder n, J. Diers*, C. Kirmaier* ...

MeSH headings : Acids / chemistry; Bacteria; Bacteriochlorophylls / chemistry; Bacteriochlorophylls / metabolism; Catalysis; Coordination Complexes / chemical synthesis; Coordination Complexes / metabolism; Electrons; Fluorescence; Indium / chemistry; Indium / metabolism; Kinetics; Light; Magnetic Resonance Spectroscopy; Molecular Conformation / radiation effects; Molecular Mimicry; Photochemistry / methods; Photochemotherapy; Porphyrins / chemical synthesis; Porphyrins / metabolism; Pyrroles / chemistry; Quantum Theory
TL;DR: The trends in optical properties of the indium bacteriochlorins versus free base analogues, and the effects of 5-OMe versus 5-H substituents, correlate well with frontier molecular-orbital energies and energy gaps derived from density functional theory calculations. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2011 journal article

Tapping the near-infrared spectral region with bacteriochlorin arrays

NEW JOURNAL OF CHEMISTRY, 35(3), 511–516.

By: J. Lindsey n, O. Mass n & C. Chen n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2011 journal article

Virtual Libraries of Tetrapyrrole Macrocycles. Combinatorics, Isomers, Product Distributions, and Data Mining

JOURNAL OF CHEMICAL INFORMATION AND MODELING, 51(9), 2233–2247.

By: M. Taniguchi n, H. Du n & J. Lindsey n

Contributors: M. Taniguchi n, H. Du n & J. Lindsey n

TL;DR: A software program has been developed to enumerate the type and relative amounts of substituted tetrapyrrole macrocycles in a virtual library formed by one of four different classes of reactions, and Pólya's theorem (for enumeration of cyclic entities) has been implemented and provides validation for reaction classes 3 and 4. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2010 journal article

Abiotic formation of uroporphyrinogen and coproporphyrinogen from acyclic reactants

NEW JOURNAL OF CHEMISTRY, 35(1), 65–75.

By: J. Lindsey n, V. Chandrashaker n, M. Taniguchi n & M. Ptaszek n

Contributors: J. Lindsey n, V. Chandrashaker n, M. Taniguchi n & M. Ptaszek n

Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2010 journal article

Activation Energies for Oxidation of Porphyrin Monolayers Anchored to Au(111)

LANGMUIR, 26(20), 15718–15721.

Contributors: J. Jiao*, M. Taniguchi n, J. Lindsey n & D. Bocian*

TL;DR: The activation energy for the oxidation of porphyrin monolayers anchored to gold surfaces is determined via measurement of the temperature dependence of the electron-transfer rates. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2010 journal article

De Novo Synthesis of Long-Wavelength Absorbing Chlorin-13,15-dicarboximides

JOURNAL OF ORGANIC CHEMISTRY, 75(5), 1659–1673.

TL;DR: The synthetic versatility of the de novo route complements the existing semisynthetic route from chlorophylls and should enable fundamental spectroscopic studies and photochemical applications. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2010 journal article

Excited-State Photodynamics of Perylene-Porphyrin Dyads 5 Tuning Light-Harvesting Characteristics via Perylene Substituents, Connection Motif, and Three-Dimensional Architecture

JOURNAL OF PHYSICAL CHEMISTRY B, 114(45), 14249–14264.

By: C. Kirmaier n, H. Song n, E. Yang n, J. Schwartz n, E. Hindin n, J. Diers n, R. Loewe n, K. Tomizaki n ...

TL;DR: This study has identified suitable perylene-porphyrin constructs for use in light-harvesting applications and identified the monophenoxy perylene with an N-imide diphenylethyne linker is superior in providing rapid and essentially quantitative energy transfer from excited perylene to zinc porphyrin with minimal electron-transfer quenching in both toluene and benzonitrile. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2010 journal article

Expanded Scope of Synthetic Bacteriochlorins via Improved Acid Catalysis Conditions and Diverse Dihydrodipyrrin-Acetals

JOURNAL OF ORGANIC CHEMISTRY, 75(4), 1016–1039.

By: M. Krayer n, M. Ptaszek n, H. Kim n, K. Meneely n, D. Fan n, K. Secor n, J. Lindsey n

MeSH headings : Acetals / chemistry; Acids / chemistry; Catalysis; Crystallography, X-Ray; Metalloporphyrins / chemical synthesis; Metalloporphyrins / chemistry; Models, Molecular; Molecular Structure; Photochemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Pyrroles / chemistry; Spectroscopy, Near-Infrared
TL;DR: Four promising acid catalysis conditions are identified and 15 new bacteriochlorins prepared herein exhibit a long-wavelength absorption band in the range 707-759 nm, providing tunable access to the near-infrared region, which expands the scope of available bacterio chlorins for fundamental studies and diverse applications. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2010 journal article

In Vitro Photodynamic Therapy and Quantitative Structure-Activity Relationship Studies with Stable Synthetic Near-Infrared-Absorbing Bacteriochlorin Photosensitizers

JOURNAL OF MEDICINAL CHEMISTRY, 53(10), 4018–4027.

By: Y. Huang*, P. Mroz*, T. Zhiyentayev, S. Sharma*, T. Balasubramanian, C. Ruzie, M. Krayer*, D. Fan* ...

MeSH headings : Cell Death / drug effects; Drug Screening Assays, Antitumor; HeLa Cells; Humans; Infrared Rays; Photochemotherapy; Photosensitizing Agents / chemistry; Photosensitizing Agents / metabolism; Photosensitizing Agents / pharmacology; Porphyrins / chemistry; Porphyrins / metabolism; Porphyrins / pharmacology; Quantitative Structure-Activity Relationship; Quantum Theory
TL;DR: Testing of 12 new stable synthetic bacteriochlorins for PDT activity described, which possess a variety of peripheral substituents and are very potent in killing cancer cells in vitro after illumination, gives them great potential as photosensitizers for treatment of cancer. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2010 journal article

Probing the Rate of Hole Transfer in Oxidized Porphyrin Dyads Using Thallium Hyperfine Clocks

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 132(34), 12121–12132.

MeSH headings : Molecular Conformation; Organometallic Compounds / chemical synthesis; Organometallic Compounds / chemistry; Oxidation-Reduction; Photochemistry; Porphyrins / chemistry; Stereoisomerism; Thallium / chemistry
TL;DR: Variable-temperature EPR studies further demonstrate that the hole/electron-transfer process is at best weakly activated at room temperature and somewhat below, and provide the physical basis for the rational design of multicomponent architectures for efficient hole/Electron transfer. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2010 journal article

Probing the Rate of Hole Transfer in Oxidized Synthetic Chlorin Dyads via Site-Specific C-13-Labeling

JOURNAL OF ORGANIC CHEMISTRY, 75(10), 3193–3202.

MeSH headings : Carbon Isotopes; Electrons; Magnetic Resonance Spectroscopy; Metalloporphyrins / chemical synthesis; Metalloporphyrins / chemistry; Molecular Structure; Oxidation-Reduction; Porphyrins / chemistry; Stereoisomerism; Zinc / chemistry
TL;DR: The studies of the chlorin and porphyrin dyads provide insights into the structural features that influence the hole/electron-transfer process. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2010 journal article

Stable Synthetic Cationic Bacteriochlorins as Selective Antimicrobial Photosensitizers

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 54(9), 3834–3841.

By: L. Huang*, Y. Huang*, P. Mroz*, G. Tegos*, T. Zhiyentayev*, S. Sharma*, Z. Lu*, T. Balasubramanian* ...

MeSH headings : Anti-Infective Agents / adverse effects; Anti-Infective Agents / chemical synthesis; Anti-Infective Agents / chemistry; Anti-Infective Agents / pharmacology; Candida albicans / drug effects; Candida albicans / radiation effects; Cell Survival / drug effects; Escherichia coli / drug effects; Escherichia coli / radiation effects; HeLa Cells; Humans; Light; Microscopy, Confocal; Molecular Structure; Photosensitizing Agents / adverse effects; Photosensitizing Agents / chemical synthesis; Photosensitizing Agents / chemistry; Photosensitizing Agents / pharmacology; Porphyrins / adverse effects; Porphyrins / chemical synthesis; Porphyrins / chemistry; Porphyrins / pharmacology; Staphylococcus aureus / drug effects; Staphylococcus aureus / radiation effects
TL;DR: Supporting photochemical and theoretical characterization studies indicate that the four bacteriochlorins have comparable photophysical features in homogeneous solution and the anticipated redox characteristics do not correlate with cell-killing ability, and these results support the interpretation that the disparate biological activities observed stem from cellular binding and localization effects rather than intrinsic electronic properties. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2010 journal article

Stable synthetic bacteriochlorins overcome the resistance of melanoma to photodynamic therapy

FASEB JOURNAL, 24(9), 3160–3170.

By: P. Mroz*, Y. Huang*, A. Szokalska*, T. Zhiyentayev*, S. Janjua*, A. Nifli*, M. Sherwood*, C. Ruzie n ...

author keywords: multidrug resistance; melanosomes; electron microscopy
MeSH headings : Animals; Cell Line, Tumor; Male; Melanoma / drug therapy; Mice; Mice, Inbred C57BL; Microscopy, Electron, Transmission; Microscopy, Fluorescence; Molecular Structure; Photochemotherapy / methods; Porphyrins / chemical synthesis; Porphyrins / chemistry; Porphyrins / therapeutic use
TL;DR: The extent of melanin contribution to melanoma resistance to PDT was investigated in a set of melanoma cell lines that markedly differ in the levels of pigmentation;3 new bacteriochlorins successfully overcame the resistance. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2010 journal article

Structural characteristics that make chlorophylls green: interplay of hydrocarbon skeleton and substituents

NEW JOURNAL OF CHEMISTRY, 35(1), 76–88.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2010 journal article

Structural studies of sparsely substituted synthetic chlorins and phorbines establish benchmarks for changes in the ligand core and framework of chlorophyll macrocycles

JOURNAL OF MOLECULAR STRUCTURE, 979(1-3), 27–45.

author keywords: Chlorophyll; Chlorin; Phorbine; Isocyclic ring; Chiral volume; Aromaticity
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2010 journal article

Synthesis of oligo(p-phenylene)-linked dyads containing free base, zinc(II) or thallium(III) porphyrins for studies in artificial photosynthesis

TETRAHEDRON, 66(30), 5549–5565.

By: M. Taniguchi n & J. Lindsey n

Contributors: M. Taniguchi n & J. Lindsey n

author keywords: Artificial photosynthesis; Porphyrin; Building block; Array; Electron transfer; Energy transfer; Hole transfer; Thallium; Zinc; Free base; Suzuki; Sonogashira
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2009 journal article

Chlorin-Bacteriochlorin Energy-transfer Dyads as Prototypes for Near-infrared Molecular Imaging Probes: Controlling Charge-transfer and Fluorescence Properties in Polar Media

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 85(4), 909–920.

MeSH headings : Energy Transfer; Fluorescence; Molecular Probes; Oxidation-Reduction; Porphyrins / chemistry; Quantum Theory; Spectroscopy, Near-Infrared
TL;DR: Controlling the extent of excited‐state quenching in polar media will allow the favorable photophysical properties of the chlorin–bacteriochlorin dyads to be exploited in vivo and facilitate selective excitation/detection and multiprobe applications using both intensity‐ and lifetime‐imaging techniques. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2009 journal article

Excited-State Energy Flow in Phenylene-Linked Multiporphyrin Arrays

JOURNAL OF PHYSICAL CHEMISTRY B, 113(23), 8011–8019.

Contributors: H. Song n, M. Taniguchi n, M. Speckbacher n, L. Yu n, D. Bocian n, J. Lindsey n, D. Holten n

TL;DR: Simulations of the energy-transfer properties of fictive dodecameric arrays based on the data reported herein show that nonadjacent transfer steps make a significant contribution to the observed performance of such larger molecular architectures and indicate that energy transfer betweenNonadjacent sites has important implications for the design of multichromophore arrays for molecular-photonic and solar-energy applications. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2009 journal article

Fast and Robust Route to Hydroporphyrin-Chalcones with Extended Red or Near-Infrared Absorption

ORGANIC LETTERS, 11(8), 1761–1764.

By: C. Ruzie n, M. Krayer n & J. Lindsey n

MeSH headings : Aldehydes / chemistry; Chalcones / chemical synthesis; Chalcones / chemistry; Combinatorial Chemistry Techniques; Microwaves; Molecular Structure; Photochemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Spectrophotometry, Infrared; Spectroscopy, Near-Infrared; Stereoisomerism
TL;DR: The reaction of an acetylchlorin or diacetylbacteriochlorin with an aldehyde under microwave conditions readily affords the corresponding hydroporphyrin-chalcone, which should make such constructs valuable for fundamental spectroscopic studies as well as diverse photochemical applications in the relatively unexplored red and near-infrared spectral regions. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2009 journal article

Imidazole metalloporphyrins as photosensitizers for photodynamic therapy: Role of molecular charge, central metal and hydroxyl radical production

CANCER LETTERS, 282(1), 63–76.

By: P. Mroz*, J. Bhaumik n, D. Dogutan n, Z. Aly*, Z. Kamal*, L. Khalid*, H. Kee*, D. Bocian* ...

author keywords: Structure function relationship; Photophysics; Phototoxicity; Metalloporphyrins; Apoptosis; Fluorescence microscopy; Reactive oxygen species; Hydroxyl radicals
MeSH headings : Adenocarcinoma / drug therapy; Adenocarcinoma / metabolism; Animals; Apoptosis / drug effects; Cell Line, Tumor; Colonic Neoplasms / drug therapy; Colonic Neoplasms / metabolism; HeLa Cells / drug effects; HeLa Cells / metabolism; Humans; Hydroxyl Radical / metabolism; Imidazoles / therapeutic use; Lysosomes / metabolism; Metalloporphyrins / chemical synthesis; Metalloporphyrins / chemistry; Metalloporphyrins / metabolism; Metalloporphyrins / therapeutic use; Mice; Microscopy, Fluorescence; Mitochondria / metabolism; Models, Molecular; Photochemotherapy / methods
TL;DR: The cationic Pd porphyrin has high potential as a photosensitizer and gives insights into characteristics for improved molecular designs. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2009 journal article

Linker Dependence of Energy and Hole Transfer in Neutral and Oxidized Multiporphyrin Arrays

JOURNAL OF PHYSICAL CHEMISTRY B, 113(52), 16483–16493.

TL;DR: Insight is given into the effects of linker characteristics (length, orbital energies, orbital overlap with the porphyrin orbital characteristics, and linker attachment site) on the rate constants for excited-state energy transfer, excited- state hole transfer, and ground-state hole transfer. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2009 journal article

Probing Ground-state Hole Transfer Between Equivalent, Electrochemically Inaccessible States in Multiporphyrin Arrays Using Time-resolved Optical Spectroscopy

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 85(3), 693–704.

TL;DR: Two complementary strategies provide unique approaches for probing hole transfer between equivalent sites in multiporphyrin arrays, with the choice of method being guided by the particular target process and the ease of synthesis of the necessary architectures. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2009 journal article

Refined syntheses of hydrodipyrrin precursors to chlorin and bacteriochlorin building blocks

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 13(10), 1098–1110.

author keywords: chlorin; bacteriochlorin; bromination; dihydrodipyrrin; tetrahydrodipyrrin; McMurry cyclization; Michael addition
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2009 journal article

Regioselective Bromination Tactics in the de Novo Synthesis of Chlorophyll b Analogues

JOURNAL OF ORGANIC CHEMISTRY, 74(9), 3237–3247.

Contributors: C. Muthiah n, D. Lahaye n, M. Taniguchi n, M. Ptaszek n & J. Lindsey n

MeSH headings : Chlorophyll / chemical synthesis; Chlorophyll / chemistry; Halogenation; Porphyrins / chemistry; Spectrum Analysis; Stereoisomerism; Substrate Specificity
TL;DR: Taken together, the facile access to chlorins and 13(1)-oxophorbines bearing substituents at distinct sites should enable fundamental spectroscopic studies and diverse applications. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2009 journal article

Simple Formation of an Abiotic Porphyrinogen in Aqueous Solution

ORIGINS OF LIFE AND EVOLUTION OF BIOSPHERES, 39(6), 495–515.

By: J. Lindsey n, M. Ptaszek n & M. Taniguchi n

Contributors: J. Lindsey n, M. Ptaszek n & M. Taniguchi n

author keywords: Prebiotic; Pyrrole; Porphyrinogen; Porphyrin; Self-assembly; Micelle; Photosynthesis
MeSH headings : Acetoacetates / chemistry; Aminolevulinic Acid / chemistry; Anaerobiosis; Cetrimonium; Cetrimonium Compounds / chemistry; Cetrimonium Compounds / metabolism; Esters / chemistry; Hot Temperature; Micelles; Oxidation-Reduction; Oxygen / metabolism; Photochemical Processes; Porphyrinogens / chemical synthesis; Porphyrinogens / metabolism; Solutions; Tetrapyrroles / chemistry; Water
TL;DR: The simple self-organization of eight acyclic molecules into a tetrapyrrole macrocycle, from which a porphyrin is derived that is photoactive in lipid assemblies, augurs well for the spontaneous origin of catalysts and pigments essential for prebiotic metabolism and proto-photosynthesis. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2009 journal article

Solution-State Conformational Ensemble of a Hexameric Porphyrin Array Characterized Using Molecular Dynamics and X-ray Scattering

JOURNAL OF PHYSICAL CHEMISTRY A, 113(11), 2516–2523.

MeSH headings : Computer Simulation; Macromolecular Substances / chemistry; Motion; Porphyrins / chemistry; Solutions; Thermodynamics; Toluene; X-Ray Diffraction
TL;DR: Comparison between experiment and simulation provides a means not only to interpret scattering data in terms of an explicit atomic model but more generally demonstrates the use of solution X-ray scattering as an experimental benchmark for the development of simulation methods that more accurately predict configurational dynamics of supramolecular assemblies. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2009 journal article

Synthesis and Photochemical Properties of 12-Substituted versus 13-Substituted Chlorins

JOURNAL OF ORGANIC CHEMISTRY, 74(15), 5276–5289.

Contributors: O. Mass n, M. Ptaszek n, M. Taniguchi n, J. Diers*, L. Hooi*, D. Bocian*, D. Holten*, J. Lindsey n

MeSH headings : Computer Simulation; Electrochemistry; Organometallic Compounds / chemical synthesis; Organometallic Compounds / chemistry; Oxidation-Reduction; Photochemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Quantum Theory
TL;DR: A new rational route was developed for the synthesis of 8,9-dibromo-1-formyldipyrromethane that entailed InCl(3)-catalyzed condensation of 4-bromo -2-(hydroxymethyl)pyrrole and pyrrole to give the 8- bromodipyromethane, (ii) 1-formylation, and (iii) 9-Bromination. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2009 journal article

Synthetic Chlorins Bearing Auxochromes at the 3- and 13-Positions

The Journal of Organic Chemistry, 74(14), 5122–5122.

By: J. Laha, C. Muthiah, M. Taniguchi*, B. McDowell, M. Ptaszek & J. Lindsey*

Contributors: J. Laha, C. Muthiah, M. Taniguchi*, B. McDowell, M. Ptaszek & J. Lindsey*

Sources: NC State University Libraries, Crossref, ORCID
Added: August 28, 2020

2009 review

Synthetic Routes to meso-Patterned Porphyrins

[Review of ]. ACCOUNTS OF CHEMICAL RESEARCH, 43(2), 300–311.

By: J. Lindsey n

TL;DR: This Account surveys a set of strategies, developed over a generation, that provide rational access to porphyrins bearing up to four distinct meso substituents, and relies on a number of advances including the development of simple yet efficient routes to dipyrromethane-carbinols, and the identification of acid catalysts and reaction conditions for condensations of pyrromeethane species without accompanying acidolysis. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2008 article

A Bipodal-Tethered Porphyrin for Attachment to Silicon Surfaces in Studies of Molecular Information Storage

Schmidt, I., Jiao, J., Bocian, D. F., & Lindsey, J. S. (2008, September). JOURNAL OF NANOSCIENCE AND NANOTECHNOLOGY, Vol. 8, pp. 4813–4817.

By: I. Schmidt n, J. Jiao, D. Bocian & J. Lindsey*

author keywords: Porphyrin; Bipod; Silicon; Memory; DRAM
MeSH headings : Amino Acid Motifs; Electrochemistry / methods; Electronics; Information Storage and Retrieval; Materials Testing; Models, Chemical; Nanotechnology / methods; Oxidation-Reduction; Porphyrins / chemistry; Pyrroles / chemistry; Semiconductors; Silicon / chemistry; Software
TL;DR: The observation that the bipodal anchor does not provide enhanced stability is surprising given that attachment is achieved via two versus one covalent linkage. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2008 journal article

Accessing the near-infrared spectral region with stable, synthetic, wavelength-tunable bacteriochlorins

NEW JOURNAL OF CHEMISTRY, 32(6), 947–958.

By: M. Taniguchi n, D. Cramer n, A. Bhise n, H. Kee*, D. Bocian*, D. Holten*, J. Lindsey n

Contributors: M. Taniguchi n, D. Cramer n, A. Bhise n, H. Kee*, D. Bocian*, D. Holten*, J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2008 journal article

Comparison of Electron-Transfer Rates for Metal- versus Ring-Centered Redox Processes of Porphyrins in Monolayers on Au(111)

LANGMUIR, 24(20), 12047–12053.

TL;DR: The faster rates for the ring- versus metal-centered redox process are attributed to the participating molecular orbitals and their proximity to the surface (given that the porphyrins are relatively upright on the surface): a pi molecular orbital that has significant electron density at the meso-carbon atoms. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2008 journal article

Comprehensive characterization of hybrid junctions comprised of a porphyrin monolayer sandwiched between a coinage metal overlayer and a Si(100) substrate

JOURNAL OF PHYSICAL CHEMISTRY C, 112(25), 9474–9485.

Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2008 journal article

Design and synthesis of water-soluble bioconjugatable trans-AB-porphyrins

TETRAHEDRON, 64(50), 11440–11448.

By: A. Muresan n & J. Lindsey n

author keywords: Porphyrin; Water; Hydrocarbon; Water-soluble; Facial encumbrance; Bioconjugation
TL;DR: Three free base porphyrins have been prepared that bear a polar and facially encumbering 2,4,6-tris(carboxymethoxy)phenyl motif at one meso (5-) position, and exhibit solubility in water and aqueous buffer solutions. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2008 journal article

Design, synthesis, and photophysical characterization of water-soluble chlorins

JOURNAL OF ORGANIC CHEMISTRY, 73(8), 3145–3158.

By: K. Borbas n, V. Chandrashaker n, C. Muthiah n, H. Kee n, D. Holten n & J. Lindsey n

MeSH headings : Molecular Structure; Photochemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Solubility; Spectrophotometry; Water / chemistry
TL;DR: The use of chlorins as photosensitizers or fluorophores in a range of biological applications requires facile provisions for imparting high water solubility, which makes these compounds suitable for a wide range of biomedical applications. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2008 journal article

Determination of Ground-State Hole-Transfer Rates Between Equivalent Sites in Oxidized Multiporphyrin Arrays Using Time-Resolved Optical Spectroscopy

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 130(46), 15636–15648.

TL;DR: The ground-state hole-transfer processes are probed in a series of oxidized porphyrin triads with the focus being on determination of the rates between the nominally equivalent sites (Zn/Zn), which should aid the design of next-generation molecular architectures for applications in solar-energy conversion. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2008 journal article

Effects of counterion mobility, surface morphology, and charge screening on the electron-transfer rates of porphyrin monolayers

JOURNAL OF PHYSICAL CHEMISTRY C, 112(15), 6173–6180.

By: J. Jiao n, E. Nordfund, J. Lindsey n & D. Bocian n

Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2008 journal article

Energy- and Hole-Transfer Dynamics in Oxidized Porphyrin Dyads

JOURNAL OF PHYSICAL CHEMISTRY B, 113(1), 54–63.

TL;DR: A detailed understanding is provided of the mechanism and dynamics of quenching of excited porphyrins by nearby oxidized sites, as well as the dynamics of ground-state hole transfer between nonequivalent poiryrins (Zn and Fb). (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2008 journal article

Examination of chlorin-bacteriochlorin energy-transfer dyads as prototypes for near-infrared molecular imaging probes

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 84(5), 1061–1072.

MeSH headings : Dimethyl Sulfoxide / chemistry; Energy Transfer; Fluorescent Dyes / chemistry; Metalloporphyrins / chemical synthesis; Metalloporphyrins / chemistry; Molecular Probes / analysis; Molecular Probes / chemistry; Molecular Structure; Photochemistry; Porphyrins / chemistry; Spectroscopy, Near-Infrared; Stereoisomerism; Toluene / chemistry
TL;DR: The narrow spectral widths enabled excellent selectivity in excitation and detection of one chlorin–bacteriochlorin energy‐transfer dyad in the presence of the other upon diffuse optical tomography of solution‐phase phantoms. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2008 journal article

Investigation of the scope of a new route to ABCD-bilanes and ABCD-porphyrins

JOURNAL OF ORGANIC CHEMISTRY, 73(17), 6728–6742.

MeSH headings : Acids / chemistry; Alkanes / chemistry; Catalysis; Magnesium Compounds / chemistry; Metals / chemistry; Microwaves; Models, Chemical; Porphyrins / chemical synthesis; Solvents / chemistry; Stereoisomerism; Temperature; Toluene / chemistry
TL;DR: A new route providing access to meso-substituted bilanes and porphyrins for which access is limited via other methods is studied to elucidate the scope and gain entry to previously inaccessible compounds. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2008 journal article

Metal-molecule interactions upon deposition of copper overlayers on reactively functionalized porphyrin monolayers on Si(100)

LANGMUIR, 24(13), 6698–6704.

By: F. Anariba n, L. Schmidt n, A. Muresan n, J. Lindsey n & D. Bocian n

TL;DR: Porphyrin monolayers are amenable to direct deposition of Cu overlayers and that functionalization of the porphyrins can be used to mediate the attributes of the metal-molecule junction. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2008 journal article

Photophysical characterization of imidazolium-substituted Pd(II), In(III), and Zn(II) porphyrins as photosensitizers for photodynamic therapy

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 200(2-3), 346–355.

author keywords: Photodynamic therapy; Porphyrin; Photosensitizer; Imidazolium; Photophysics
TL;DR: The photophysical properties of four imidazolium-substituted metalloporphyrins have been assessed to gain insights into the relative efficacy of the compounds for photodynamic therapy (PDT). (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2008 journal article

Rational or statistical routes from 1-acyldipyrromethanes to meso-substituted porphyrins. Distinct patterns, multiple pyridyl substituents, and amphipathic architectures

JOURNAL OF ORGANIC CHEMISTRY, 73(16), 6187–6201.

By: D. Dogutan n, M. Ptaszek n & J. Lindsey n

MeSH headings : Magnesium / chemistry; Methane / analogs & derivatives; Methane / chemical synthesis; Methane / chemistry; Microwaves; Porphyrins / chemical synthesis; Pyrroles / chemical synthesis; Pyrroles / chemistry
TL;DR: The rational and statistical routes enable facile conversion of readily available 1-acyldipyrromethanes to diverse porphyrins bearing 1-4 meso substituents for which access is limited via other methods. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2008 journal article

Regiospecifically alpha-C-13-labeled porphyrins for studies of ground-state hole transfer in multiporphyrin arrays

JOURNAL OF ORGANIC CHEMISTRY, 73(18), 6947–6959.

MeSH headings : Carbon Isotopes; Electrochemistry; Electron Spin Resonance Spectroscopy / methods; Electrons; Metalloporphyrins / chemical synthesis; Metalloporphyrins / chemistry; Models, Chemical; Molecular Structure; Porphyrins / chemistry; Quantum Theory; Stereoisomerism; Zinc / chemistry
TL;DR: Examination of the monocation of the isotopically labeled dyad via electron paramagnetic resonance (EPR) spectroscopy showed that the hole transfer between porphyrin constituents of the dyad is slow on the EPR time scale at room temperature. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2008 journal article

Swallowtail bacteriochlorins. Lipophilic absorbers for the near-infrared

ORGANIC LETTERS, 10(10), 1931–1934.

By: K. Borbas n, C. Ruzie & J. Lindsey n

MeSH headings : Drug Stability; Molecular Structure; Porphyrins / chemical synthesis; Porphyrins / chemistry; Spectroscopy, Near-Infrared / methods; Stereoisomerism
TL;DR: A de novo route has been exploited to prepare synthetic bacteriochlorins that bear a geminal dimethyl group in each pyrroline ring for stability and a symmetrically branched 1,5-dimethoxypentyl group attached to every pyrrole ring for solubility in lipophilic media. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2008 journal article

Synthesis and excited-state photodynamics of a chlorin-bacteriochlorin dyad-through-space versus through-bond energy transfer in tetrapyrrole arrays

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 84(3), 786–801.

MeSH headings : Computer Simulation; Energy Transfer; Light; Molecular Structure; Photochemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Quantum Theory; Tetrapyrroles / chemistry
TL;DR: The energy‐transfer characteristics of FbC‐pe‐FbB are compared with those previously obtained for analogous phenylethyne‐linked dyads consisting of two porphyrins or two oxochlorins, facilitated by density functional theory calculations that elucidate the molecular‐orbital characteristics of the energy donor and acceptor constituents. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2008 journal article

Tailoring a bacteriochlorin building block with cationic, amphipathic, or lipophilic substituents

JOURNAL OF ORGANIC CHEMISTRY, 73(15), 5806–5820.

By: C. Ruzie n, M. Krayer n, T. Balasubramanian n & J. Lindsey n

MeSH headings : Acids / chemistry; Cations / chemistry; Chlorine Compounds / chemistry; Esters / chemistry; Lipids / chemistry; Molecular Structure; Palladium / chemistry; Porphyrins / chemistry; Spectrophotometry; Water / chemistry
TL;DR: The ability to introduce a wide variety of peripheral functional groups makes these bacteriochlorins attractive candidates for diverse applications in photomedicine including PDT in the NIR region. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2008 journal article

Tandem dispersion and killing of bacteria from a biofilm

ORGANIC & BIOMOLECULAR CHEMISTRY, 7(3), 603–606.

MeSH headings : Anti-Bacterial Agents / chemistry; Anti-Bacterial Agents / pharmacology; Bacteria / drug effects; Bacteria / growth & development; Biofilms; Microbial Viability / drug effects; Photosensitizing Agents / chemistry; Photosensitizing Agents / pharmacology; Triazoles / chemistry; Triazoles / pharmacology
TL;DR: The combined effects of biofilm dispersion with a 2-aminoimidazole-triazole conjugate and bactericidal activity with a photodynamic inactivation agent suggest a novel combination therapy for treating diverse microbial infections. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2007 journal article

A compact water-soluble porphyrin bearing an iodoacetamido bioconjugatable site

ORGANIC & BIOMOLECULAR CHEMISTRY, 6(1), 187–194.

By: K. Borbas n, H. Kee*, D. Holten* & J. Lindsey n

MeSH headings : Amines / chemistry; Carboxylic Acids / chemistry; Magnetic Resonance Spectroscopy; Porphyrins / chemistry; Solubility; Spectrometry, Fluorescence; Water / chemistry
TL;DR: The synthesis of three new water-soluble trans-AB-porphyrins is reported, where each porphyrin bears a diphosphonate-terminated swallowtail group and an amino, acetamido, or iodoacetamido group, and the amine affords considerable versatility for functionalization. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2007 journal article

Characterization of porphyrin surface orientation in monolayers on au(111) and si(100) using spectroscopically labeled molecules

JOURNAL OF PHYSICAL CHEMISTRY C, 111(34), 12693–12704.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2007 review

Design and synthesis of manganese porphyrins with tailored lipophilicity: Investigation of redox properties and superoxide dismutase activity

[Review of ]. BIOORGANIC & MEDICINAL CHEMISTRY, 15(22), 7066–7086.

author keywords: porphyrin; porphodimethene; manganese; lipophilic; amphipathic; cyclic voltammetry; superoxide dismutase
MeSH headings : Catalysis; Cytochromes c / chemistry; Drug Design; Electrochemistry; Electron Transport; Enzyme Activation / drug effects; Lipid Bilayers / chemistry; Manganese / chemistry; Metalloporphyrins / chemical synthesis; Metalloporphyrins / chemistry; Molecular Structure; Oxidation-Reduction; Solubility; Stereoisomerism; Structure-Activity Relationship; Superoxide Dismutase / chemistry; Superoxides / chemistry
TL;DR: Thirteen new manganese porphyrins and two porphodimethenes bearing one to three different substituents at the meso positions in a variety of architectures have been synthesized, and the superoxide dismutase activity of the compounds has been examined. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2007 journal article

Direct synthesis of magnesium porphine via 1-formyldipyrromethane

JOURNAL OF ORGANIC CHEMISTRY, 72(13), 5008–5011.

By: D. Dogutan n, M. Ptaszek n & J. Lindsey n

MeSH headings : Magnesium / chemistry; Metalloporphyrins / chemical synthesis; Metalloporphyrins / chemistry; Methane / analogs & derivatives; Methane / chemistry; Molecular Structure; Palladium / chemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Pyrroles / chemistry; Zinc / chemistry
TL;DR: The reaction of 1-formyldipyrromethane in toluene at 115 degrees C containing DBU and MgBr2 in the presence of air affords the magnesium chelate Mg(II) porphine in 30-40% yield. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2007 journal article

Effects of substituents on synthetic analogs of chlorophylls. Part 1: Synthesis, vibrational properties and excited-state decay characteristics

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 83(5), 1110–1124.

By: H. Kee*, C. Kirmaier*, Q. Tang*, J. Diers*, C. Muthiah n, M. Taniguchi n, J. Laha n, M. Ptaszek n ...

Contributors: H. Kee*, C. Kirmaier*, Q. Tang*, J. Diers*, C. Muthiah n, M. Taniguchi n, J. Laha n, M. Ptaszek n ...

TL;DR: The spectral, vibrational and excited‐state decay characteristics are examined for a set of synthetic chlorins and the zinc chlorins with the red‐most fluorescence also have the greatest radiative decay rate constant and are expected to have the fastest nonradiative internal conversion to the ground state. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2007 journal article

Effects of substituents on synthetic analogs of chlorophylls. Part 2: Redox properties, optical spectra and electronic structure

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 83(5), 1125–1143.

By: H. Kee*, C. Kirmaier*, G. Tang*, J. Diers*, C. Muthiah n, M. Taniguchi n, J. Laha n, M. Ptaszek n ...

Contributors: H. Kee*, C. Kirmaier*, Q. Tang*, J. Diers*, C. Muthiah n, M. Taniguchi n, J. Laha n, M. Ptaszek n ...

MeSH headings : Chlorophyll / chemistry; Mass Spectrometry / methods; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Oxidation-Reduction; Porphyrins / chemistry; Spectrometry, Fluorescence; Spectrum Analysis / methods
TL;DR: Insight is provided into the effects of substituents on the optical absorption, redox and other photophysical properties of the chlorins that form a framework that underpins the rational design of chlorins for applications encompassing photomedicine and solar‐energy conversion. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2007 journal article

Examination of tethered porphyrin, chlorin, and bacteriochlorin molecules in mesoporous metal-oxide solar cells

JOURNAL OF PHYSICAL CHEMISTRY C, 111(42), 15464–15478.

By: J. Stromberg n, A. Marton n, H. Kee n, C. Kirmaier n, J. Diers n, C. Muthiah n, M. Taniguchi n, J. Lindsey n ...

Contributors: J. Stromberg n, A. Marton n, H. Kee n, C. Kirmaier n, J. Diers n, C. Muthiah n, M. Taniguchi n, J. Lindsey n ...

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (Web of Science; OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2007 journal article

Meso-C-13-labeled porphyrins for studies of ground-state hole transfer in multiporphyrin arrays

JOURNAL OF ORGANIC CHEMISTRY, 72(14), 5207–5217.

TL;DR: The introduction of the meso-13C label provides a "clock" (via the hyperfine interactions) that allows investigation of a time scale for hole transfer that is 3-4 times shorter than that provided by the natural abundance 14N nuclei of the pyrrole nitrogen atoms. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2007 journal article

New route to ABCD-porphyrins via bilanes

JOURNAL OF ORGANIC CHEMISTRY, 72(20), 7701–7714.

MeSH headings : Magnesium / chemistry; Metalloporphyrins / chemical synthesis; Tetrapyrroles / chemistry
TL;DR: The new route to ABCD-porphyrins retains the desirable features of the existing "2 + 2" (dipyrromethane + dipyrromETHane-1,9-dicarbinol) method, such as absence of scrambling, yet has significant advantages. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2007 journal article

Rational routes to formyl-substituted chlorins

JOURNAL OF ORGANIC CHEMISTRY, 72(15), 5839–5842.

By: C. Muthiah n, J. Bhaumik n & J. Lindsey n

MeSH headings : Porphyrins / chemical synthesis; Porphyrins / chemistry
TL;DR: The zinc chlorins exhibit long-wavelength peak absorption maxima ranging from 626 to 667 nm, indicating the wavelength tunability afforded by formyl substitution. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2007 journal article

Regioselective 15-bromination and functionalization of a stable synthetic bacteriochlorin

JOURNAL OF ORGANIC CHEMISTRY, 72(14), 5350–5357.

By: D. Fan n, M. Taniguchi n & J. Lindsey n

Contributors: D. Fan n, M. Taniguchi n & J. Lindsey n

MeSH headings : Bromine / chemistry; Deuterium Exchange Measurement; Magnetic Resonance Spectroscopy; Molecular Structure; Palladium / chemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Spectrophotometry; Stereoisomerism
TL;DR: The 15-bromo-5-methoxybacteriochlorin MeO-BC-Br15 was subjected to three types of Pd-mediated coupling reactions to give six bacteriochlorins bearing functional groups at the 15-position, which enables synthetic bacterio chlorins to be tailored for a variety of applications. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2007 journal article

Soluble precipitable porphyrins for use in targeted molecular brachytherapy

NEW JOURNAL OF CHEMISTRY, 32(3), 436–451.

TL;DR: A class of porphyrin–alkyldiphosphates that are soluble in aqueous solution and that are rendered insoluble upon removal of the two phosphate groups are examined and found to exhibit satisfactory solubility in water. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2007 review

Sparsely substituted chlorins as core constructs in chlorophyll analogue chemistry. Part 1: Synthesis

[Review of ]. TETRAHEDRON, 63(18), 3826–3839.

Contributors: M. Ptaszek n, B. McDowell n, M. Taniguchi n, H. Kim n & J. Lindsey n

author keywords: chlorin; hydroporphyrin; hydrodipyrrin; dipyrromethane
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2007 journal article

Sparsely substituted chlorins as core constructs in chlorophyll analogue chemistry. Part 2: Derivatization

TETRAHEDRON, 63(18), 3840–3849.

Contributors: M. Taniguchi n, M. Ptaszek n, B. McDowell n & J. Lindsey n

author keywords: chlorin; deuteration; bromination; metalation
TL;DR: The kinetics of deuteration also have been determined for two oxochlorins and a series of chlorins bearing 0, 1, 2, or 3 meso-aryl substituents. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2007 journal article

Sparsely substituted chlorins as core constructs in chlorophyll analogue chemistry. Part 3: Spectral and structural properties

TETRAHEDRON, 63(18), 3850–3863.

Contributors: M. Taniguchi n, M. Ptaszek n, B. McDowell n, P. Boyle n & J. Lindsey n

author keywords: chlorin; NMR; absorption spectra; X-ray
TL;DR: The studies described herein report absorption spectra of diverse chlorins, comparative NMR features of chlorins bearing 0-3 meso-aryl substituents, and X-ray structures of the fully unsubstituted chlorin and the oxochlorin. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2007 journal article

Synthesis and photophysical characterization of porphyrin, chlorin and bacteriochlorin molecules bearing tethers for surface attachment

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 83(6), 1513–1528.

Contributors: C. Muthiah n, M. Taniguchi n, H. Kim n, I. Schmidt n, H. Kee*, D. Holten*, D. Bocian*, J. Lindsey n

MeSH headings : Molecular Structure; Photochemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Spectrophotometry; Surface Properties
TL;DR: The synthesis and characterization of the tetrapyrrole compounds underpin their use as sensitizers in molecular‐based solar cells and hold promise for diverse studies in artificial photosynthesis. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2007 journal article

Synthesis and structural properties of porphyrin analogues of bacteriochlorophyll c

TETRAHEDRON, 63(51), 12629–12638.

Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2007 journal article

Synthesis of porphyrins bearing 1-4 hydroxymethyl groups and other one-carbon oxygenic substituents in distinct patterns

TETRAHEDRON, 63(43), 10657–10670.

By: Z. Yao n, J. Bhaumik n, S. Dhanalekshmi n, M. Ptaszek n, P. Rodriguez n & J. Lindsey n

author keywords: porphyrin; dipyrromethane; hydroxymethyl; formyl
TL;DR: The hydroxymethyl group was introduced via TBDMS-protected dipyrromethane precursors to provide a compact architecture that is attractive for diverse applications. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2007 journal article

Synthesis of porphyrins for metal deposition studies in molecular information storage applications

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 11(10), 699–712.

author keywords: molecular electronics; surface; dipyrrin; tripod; thiol
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2007 journal article

Tracking electrons and atoms in a photoexcited metalloporphyrin by X-ray transient absorption spectroscopy

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 129(31), 9616-+.

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2007 journal article

Two complementary routes to 7-substituted chlorins. Partial mimics of chlorophyll b

JOURNAL OF ORGANIC CHEMISTRY, 72(20), 7736–7749.

By: C. Muthiah n, M. Ptaszek n, T. Nguyen n, K. Flack n & J. Lindsey n

TL;DR: The facile access to chlorins that bear auxochromes at the 7-position enables wavelength tunability and provides the foundation for fundamental spectroscopic studies. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2007 journal article

Ultrafast stimulated emission and structural dynamics in nickel porphyrins

JOURNAL OF PHYSICAL CHEMISTRY A, 111(46), 11736–11742.

MeSH headings : Electrons; Metalloporphyrins / chemistry; Molecular Structure; Nickel / chemistry; Porphyrins / chemistry; Spectrum Analysis
TL;DR: The dynamics of the excited-state pathways involving the (pi, pi*) and (d, d) states varies with the meso-substituted peripheral groups, which is attributed to the nickel porphyrin macrocycle distortion from a planar configuration. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2006 journal article

A new route for installing the isocyclic ring on chlorins yielding 13(1)-oxophorbines

JOURNAL OF ORGANIC CHEMISTRY, 71(18), 7049–7052.

By: J. Laha n, C. Muthiah n, M. Taniguchi n & J. Lindsey n

Contributors: J. Laha n, C. Muthiah n, M. Taniguchi n & J. Lindsey n

MeSH headings : Chemistry, Organic / methods; Heterocyclic Compounds / chemical synthesis; Heterocyclic Compounds / chemistry; Porphyrins / chemistry; Spectrometry, Fluorescence; Spectrum Analysis / methods
TL;DR: A new route to 13(1)-oxophorbines, the parent macrocycle of chlorophylls, begins with the synthesis of a 13-bromochlorin through pd-mediated coupling of the latter with tributyl(1-ethoxyvinyl)tin and subsequent acidic hydrolysis. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2006 journal article

Alkylthio unit as an alpha-pyrrole protecting group for use in dipyrromethane synthesis

JOURNAL OF ORGANIC CHEMISTRY, 71(3), 903–910.

Contributors: P. Thamyongkit n, A. Bhise n, M. Taniguchi n & J. Lindsey n

MeSH headings : Alkylation; Benzaldehydes / chemistry; Kinetics; Methylation; Molecular Structure; Oxidation-Reduction; Pyrroles / chemical synthesis; Pyrroles / chemistry; Sulfhydryl Compounds / chemistry
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2006 journal article

Bioconjugatable porphyrins bearing a compact swallowtail motif for water solubility

BIOCONJUGATE CHEMISTRY, 17(3), 638–653.

MeSH headings : Flow Cytometry; Humans; Immunoglobulin G / chemistry; Immunoglobulin G / metabolism; Jurkat Cells; Molecular Structure; Porphyrins / chemical synthesis; Porphyrins / chemistry; Solubility; Spectrum Analysis; Water / chemistry
TL;DR: Covalent attachment was carried out in aqueous solution with the unprotected porphyrin diphosphonate and a monoclonal antibody against the T-cell receptor CD3epsilon and the resulting conjugate performed comparably to a commercially available fluorescein isothiocyanate-labeled antibody with Jurkat cells in flow cytometry and fluorescence microscopy assays. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2006 journal article

Diverse porphyrin dimers as candidates for high-density charge-storage molecules

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 10(1), 22–32.

author keywords: memory; information storage; redox active; capacitor; porphyrin; dimer
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2006 journal article

Effects of multiple pathways on excited-state energy flow in self-assembled wheel-and-spoke light-harvesting architectures

JOURNAL OF PHYSICAL CHEMISTRY B, 110(39), 19131–19139.

By: H. Song n, C. Kirmaier n, J. Schwartz n, E. Hindin n, L. Yu n, D. Bocian n, J. Lindsey n, D. Holten n

TL;DR: The results for the various arrays suggest designs for similar host-guest complexes that are expected to exhibit much more efficient light harvesting and excitation trapping at the central guest chromophore. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2006 journal article

Investigation of stepwise covalent synthesis on a surface yielding porphyrin-based multicomponent architectures

JOURNAL OF ORGANIC CHEMISTRY, 71(8), 3033–3050.

TL;DR: The ability to prepare covalently linked constructs on a surface without protecting groups in a stepwise manner augurs well for the systematic preparation of a wide variety of functional molecular devices. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2006 journal article

Masked imidazolyl-dipyrromethanes in the synthesis of imidazole-substituted porphyrins

JOURNAL OF ORGANIC CHEMISTRY, 71(23), 8807–8817.

Contributors: J. Bhaumik n, Z. Yao n, K. Borbas n, M. Taniguchi n & J. Lindsey n

MeSH headings : Imidazoles / chemistry; Molecular Conformation; Porphyrins / chemical synthesis; Porphyrins / chemistry; Pyrroles / chemistry; Stereoisomerism
TL;DR: This work establishes the foundation for the rational synthesis of a variety of porphyrins containing imidazole units by using the 2-(trimethylsilyl)ethoxymethyl (SEM) group at the imdazole pyrrolic nitrogen and a dialkylboron motif. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2006 journal article

Mechanisms, pathways, and dynamics of excited-state energy flow in self-assembled wheel-and-spoke light-harvesting architectures

JOURNAL OF PHYSICAL CHEMISTRY B, 110(39), 19121–19130.

By: H. Song n, C. Kirmaier n, J. Schwartz n, E. Hindin n, L. Yu n, D. Bocian n, J. Lindsey n, D. Holten n

TL;DR: The studies delineate the various pathways, mechanisms, and rate constants of energy flow among the weakly coupled constituents of the host-guest complexes and highlight the utility of cyclic architectures for efficient light harvesting and energy transfer to a designated trapping site. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2006 journal article

Nearly chromatography-free synthesis of the A(3)B-porphyrin 5-(4-hydroxymethylphenyl)-10,15,20-tri-p-tolylporphinatozinc(II)

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 10(2), 304–314.

By: S. Zaidi n, R. Loewe n, B. Clark n, M. Jacob n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2006 journal article

Porphyrin dyads bearing carbon tethers for studies of high-density molecular charge storage on silicon surfaces

JOURNAL OF ORGANIC CHEMISTRY, 71(3), 1156–1171.

TL;DR: The high surface charge density of the porphyrin dyads makes these constructs viable candidates for molecular-information-storage applications and the FTIR studies indicate that the adsorption geometry of all the dyads is qualitatively similar and similar to that of monomers. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2006 journal article

Stepwise formation and characterization of covalently linked multiporphyrin-imide architectures on Si(100)

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 128(21), 6965–6974.

TL;DR: These studies demonstrate that high charge density, ultrathin, multiporphyrin films of relatively well-controlled thickness can be grown in a stepwise fashion using the imide-forming reaction, and may prove important for the fabrication of molecular-based information-storage devices. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2006 journal article

Synthesis of 1-formyldipyrromethanes

JOURNAL OF ORGANIC CHEMISTRY, 71(11), 4328–4331.

MeSH headings : Hydrogen-Ion Concentration; Molecular Structure; Pyrroles / chemical synthesis
TL;DR: The Vilsmeier formylation followed by selective removal of the unwanted 1,9-diformyldipyrromethane by dialkyltin complexation and reaction with mesitylmagnesium bromide (MesMgBr) followed byformylation with phenyl formate was found to be more efficient for the preparation of 1-formyldIPyromethanes. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2006 journal article

Synthesis of hydrodipyrrins tailored for reactivity at the 1- and 9-positions

TETRAHEDRON, 63(1), 37–55.

By: H. Kim n, D. Dogutan n, M. Ptaszek n & J. Lindsey n

author keywords: hydrodipyrrin; 1-pyrroline; pyrrole; hydroporphyrin
TL;DR: Straightforward access to various hydrodipyrrins should facilitate development of syntheses of diverse hydroporphyrins. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2006 journal article

Synthetic chlorins bearing auxochromes at the 3- and 13-positions

JOURNAL OF ORGANIC CHEMISTRY, 71(11), 4092–4102.

By: J. Laha n, C. Muthiah n, M. Taniguchi n, B. McDowell n, M. Ptaszek n & J. Lindsey n

Contributors: J. Laha n, C. Muthiah n, M. Taniguchi n, B. McDowell n, M. Ptaszek n & J. Lindsey n

MeSH headings : Chlorophyll / chemistry; Molecular Structure; Porphyrins / chemical synthesis
TL;DR: This study provides access to finely tuned chlorins for spectroscopic studies and diverse applications using zinc chlorins bearing a 3-TIPS-ethynyl-13-acetyl or a 3,13-diacetyl group exhibit a number of spectral properties resembling those of chlorophyll a or its zinc analogue. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2006 journal article

Theoretical solar-to-electrical energy-conversion efficiencies of perylene-porphyrin light-harvesting arrays

JOURNAL OF PHYSICAL CHEMISTRY B, 110(50), 25430–25440.

MeSH headings : Electrons; Energy Transfer; Indoles / chemistry; Indoles / radiation effects; Isoindoles; Kinetics; Light; Metalloporphyrins / chemistry; Metalloporphyrins / radiation effects; Models, Chemical; Molecular Structure; Perylene / chemistry; Perylene / radiation effects; Photochemistry; Porphyrins / chemistry; Porphyrins / radiation effects; Semiconductors; Sensitivity and Specificity; Spectrum Analysis; Surface Properties
TL;DR: The ability to employ fundamental photophysical, kinetic, and structural parameters of modular molecular architectures in assessments of the efficiency of solar-to-electrical energy conversion should facilitate the design of molecular-based solar cells. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (Web of Science; OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2006 journal article

Triple-decker sandwich compounds bearing compact triallyl tripods for molecular information storage applications

INORGANIC CHEMISTRY, 45(14), 5479–5492.

By: K. Padmaja n, W. Youngblood n, L. Wei n, D. Bocian n & J. Lindsey n

TL;DR: Five new homonuclear (Eu or Ce) triple deckers have been prepared (via statistical or rational methods) to examine the effect of tether attachment site on molecular footprint, indicating that the tripodal functionalization, rather than the location of the tether, is the primary determinant of the packing density. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2005 journal article

1,9-bis(N,N-dimethylaminomethyl)dipyrromethanes in the synthesis of porphyrins bearing one or two meso substituents

TETRAHEDRON, 61(43), 10291–10302.

Contributors: D. Fan n, M. Taniguchi n, Z. Yao n, S. Dhanalekshmi n & J. Lindsey n

author keywords: dipyrromethane; aminomethylation; porphyrin; zinc
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2005 journal article

A compact all-carbon tripodal tether affords high coverage of porphyrins on silicon surfaces

JOURNAL OF ORGANIC CHEMISTRY, 70(20), 7972–7978.

By: K. Padmaja n, L. Wei n, J. Lindsey n & D. Bocian n

TL;DR: The high surface charge density (despite the lack of upright orientation) of the triallyl-tripodal porphyrin makes this construct a viable candidate for molecular information storage applications. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2005 journal article

Adsorption characteristics of tripodal thiol-functionalized porphyrins on gold

JOURNAL OF PHYSICAL CHEMISTRY B, 109(50), 23963–23971.

By: L. Wei n, H. Tiznado n, G. Liu n, K. Padmaja n, J. Lindsey n, F. Zaera n, D. Bocian n

MeSH headings : Adsorption; Copper / chemistry; Gold / chemistry; Molecular Structure; Organometallic Compounds / chemical synthesis; Organometallic Compounds / chemistry; Porphyrins / chemistry; Sensitivity and Specificity; Spectrometry, X-Ray Emission / methods; Spectroscopy, Fourier Transform Infrared / methods; Stereoisomerism; Sulfhydryl Compounds / chemistry; Surface Properties; Zinc / chemistry
TL;DR: X-ray photoelectron and Fourier transform infrared spectroscopy studies are reported for self-assembled monolayers (SAMs) of two tripodal thiol-functionalized metalloporphyrins and three benchmark tripods on gold substrates, revealing that none of the five tripodal molecules bond to the gold surface via all three sulfur atoms. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2005 journal article

De novo synthesis of stable tetrahydroporphyrinic macrocycles: Bacteriochlorins and a tetradehydrocorrin

JOURNAL OF ORGANIC CHEMISTRY, 70(14), 5475–5486.

By: H. Kim n & J. Lindsey n

MeSH headings : Bacteriochlorophyll A / metabolism; Catalysis; Hydrogenation; Macrocyclic Compounds / chemical synthesis; Molecular Structure; Photochemistry; Pigments, Biological / chemical synthesis; Porphyrins / chemical synthesis; Spectrum Analysis
TL;DR: A simple entry to stable bacteriochlorins and tetradehydrocorrins should facilitate a wide variety of applications and is stable to routine handling in light and air. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2005 journal article

Direct synthesis of palladium porphyrins from acyldipyrromethanes

JOURNAL OF ORGANIC CHEMISTRY, 70(9), 3500–3510.

MeSH headings : Catalysis; Indicators and Reagents; Luminescent Agents / chemical synthesis; Metalloporphyrins / chemical synthesis; Methane / analogs & derivatives; Methane / chemistry; Molecular Structure; Oxidation-Reduction; Palladium / chemistry; Pyrroles / chemistry
TL;DR: This methodology readily affords palladium porphyrins directly from acyldipyrromethanes and can be used with Cu(OAc)(2).H(2)O to give the copper p Morphyrin albeit in low yield. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2005 journal article

Imine-substituted dipyrromethanes in the synthesis of porphyrins bearing one or two meso substituents

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 9(8), 554–574.

Contributors: M. Taniguchi n, A. Balakumar n, D. Fan n, B. McDowell n & J. Lindsey n

author keywords: dipyrromethane; pyrrole; imine; Schiff's base; porphyrin; aerobic oxidation; dipyrrin; self-assembly; zinc
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2005 journal article

Investigation of streamlined syntheses of porphyrins bearing distinct meso substituents

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 10(1), 118–134.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2005 journal article

Multistate molecular information storage using S-acetylthio-derivatized dyads of triple-decker sandwich coordination compounds

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 9(7), 491–508.

By: A. Lysenko n, V. Malinovskii n, K. Padmaja n, L. Wei*, . Diers*, D. Bocian n, J. Lindsey n

author keywords: memory; charge storage; capacitor; redox-active; triple decker; lanthanide; porphyrin; phthalocyanine; dyad; self-assembled monolayer; SAM; multibit; counter; octal
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2005 journal article

PhotochemCAD 2: A Refined Program with Accompanying Spectral Databases for Photochemical Calculations

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 81(1), 212–213.

By: J. Dixon*, M. Taniguchi* & J. Lindsey*

Contributors: J. Dixon*, M. Taniguchi* & J. Lindsey*

TL;DR: The PhotochemCAD program has been revised extensively and the user interface has been streamlined to facilitate visual display, operation of the various modules, input of user data via a wizard and output of spectra and calculations. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2005 journal article

Refined synthesis of 2,3,4,5-tetrahydro-1,3,3-trimethyidipyrrin, a deceptively simple precursor to hydroporphyrins

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 9(5), 651–659.

Contributors: M. Ptaszek n, J. Bhaumik n, H. Kim n, M. Taniguchi n & J. Lindsey n

TL;DR: The prior 5-step synthesis of 1 from pyrrole-2-carboxaldehyde employed relatively simple and well-known reactions yet suffered from several drawbacks, including limited scale and lessened reliance on chromatography. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2005 journal article

Solution STM images of porphyrins on HOPG reveal that subtle differences in molecular structure dramatically alter packing geometry

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 9(6), 387–392.

author keywords: solution STM; porphyrin; HOPG; self-assembly; adlayer
UN Sustainable Development Goal Categories
15. Life on Land (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2005 journal article

Structural and Electron-Transfer Characteristics of O-, S-, and Se-Tethered Porphyrin Monolayers on Si(100) [J. Am. Chem. Soc.2004,126, 15603−15612].

Journal of the American Chemical Society, 127(25), 9308–9308.

By: A. Yasseri, D. Syomin, R. Loewe, J. Lindsey*, F. Zaera & D. Bocian

TL;DR: Collectively, the studies reported herein provide a detailed picture of how the anchor atom and the linker type influence the structural and electron-transfer characteristics of these general classes of monolayers. (via Semantic Scholar)
Sources: NC State University Libraries, Crossref
Added: September 6, 2020

2005 journal article

Structural and electron-transfer characteristics of carbon-tethered porphyrin monolayers on Si(100)

JOURNAL OF PHYSICAL CHEMISTRY B, 109(13), 6323–6330.

By: L. Wei n, D. Syomin n, R. Loewe n, J. Lindsey n, F. Zaera n & D. Bocian n

TL;DR: The studies reported herein provide a detailed picture of how the linker type influences the structural and electron-transfer characteristics of these general classes of monolayers. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2005 journal article

Structural control of the photodynamics of boron-dipyrrin complexes

JOURNAL OF PHYSICAL CHEMISTRY B, 109(43), 20433–20443.

By: H. Kee n, C. Kirmaier n, L. Yu n, P. Thamyongkit n, W. Youngblood n, M. Calder n, L. Ramos n, B. Noll n ...

MeSH headings : Boron / chemistry; Models, Chemical; Models, Molecular; Molecular Conformation; Photochemistry / methods; Pyrroles / chemistry; Solutions; Spectrometry, Fluorescence
TL;DR: The combined results demonstrate the critical role of aryl-ring rotation in governing the excited-state dynamics of this class of widely used dyes. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2005 journal article

Synthesis and Film-Forming Properties of Ethynylporphyrins

Chemistry of Materials, 17(14), 3728–3742.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, Crossref
Added: August 6, 2018

2005 article

Synthesis of dipyrrin-containing architectures

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, Vol. 9, pp. 745–759.

By: K. Muthukumaran n, S. Zaidi n, L. Yu n, P. Thamyongkit n, M. Calder n, D. Sharada n, J. Lindsey n

author keywords: self-assembly; dipyrrin; dipyrromethene; porphodimethene; dihydroporphyrin; metal complex; porphyrin
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2004 journal article

9-Acylation of 1-acyldipyrromethanes containing a dialkylboron mask for the alpha-acylpyrrole motif

JOURNAL OF ORGANIC CHEMISTRY, 69(24), 8356–8365.

MeSH headings : Acylation; Boron Compounds / chemistry; Methane / analogs & derivatives; Methane / chemical synthesis; Models, Molecular; Molecular Structure; Pyrroles / chemical synthesis; Pyrroles / chemistry
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2004 journal article

A new route to meso-formyl porphyrins

JOURNAL OF ORGANIC CHEMISTRY, 69(15), 5112–5115.

MeSH headings : Copper / chemistry; Molecular Structure; Nickel / chemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry
TL;DR: A new approach for the synthesis of free base porphyrins bearing one or two meso-formyl substituents entails the use of a dipyrromethane bearing an acetal group at the 5-position, a dipyrsethane-1,9-dicarbinol bearing anacetal Group at the carbinol position. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2004 journal article

A tin-complexation strategy for use with diverse acylation methods in the preparation of 1,9-diacyldipyrromethanes

JOURNAL OF ORGANIC CHEMISTRY, 69(3), 765–777.

Contributors: S. Tamaru n, L. Yu n, W. Youngblood n, K. Muthukumaran n, M. Taniguchi n & J. Lindsey n

MeSH headings : Acylation; Crystallography, X-Ray; Indicators and Reagents / chemistry; Methane / analogs & derivatives; Methane / chemical synthesis; Methanol / analogs & derivatives; Molecular Structure; Organotin Compounds / chemistry; Porphyrins / chemical synthesis; Pyrroles / chemical synthesis; Pyrroles / chemistry
TL;DR: The tin-complexation strategy has broad scope, is compatible with diverse acylation methods, and greatly facilitates access to 1,9-diacyldipyrromethane-tin complexes. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2004 journal article

An experiment planner for parallel multidirectional searches using an automated chemistry workstation

Journal of the Association for Laboratory Automation, 9(6), 355–363.

author keywords: automated chemistry; reaction; optimization; simplex; parallel; adaptive; high throughput
TL;DR: A new method for simplex-based optimization has been developed that enables multiple multidirectional search procedures to be implemented in parallel, complementary to the parallel Simplex search method. (via Semantic Scholar)
Sources: NC State University Libraries, Crossref
Added: September 6, 2020

2004 journal article

Characterization of self-assembled monolayers of porphyrins bearing multiple thiol-derivatized rigid-rod tethers

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 126(38), 11944–11953.

By: A. Yasseri n, D. Syomin n, V. Malinovskii n, R. Loewe n, J. Lindsey n, F. Zaera n, D. Bocian n

TL;DR: The general similarities in the electron-transfer characteristics for all of the ZnPS(n) SAMs are attributed to the similar binding motif. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2004 journal article

Effects of aldehyde or dipyrromethane substituents on the reaction course leading to meso-substituted porphyrins

TETRAHEDRON, 60(50), 11435–11444.

By: G. Geier n & J. Lindsey n

author keywords: porphyrin; porphyrinogen; dipyrromethane; polypyrromethane; pyrrole; laser desorption mass spectrometry
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2004 journal article

Excited-state energy flow in covalently linked multiporphyrin arrays: The essential contribution of energy transfer between nonadjacent chromophores

JOURNAL OF PHYSICAL CHEMISTRY B, 108(34), 12821–12832.

By: E. Hindin n, R. Forties n, R. Loewe n, A. Ambroise n, C. Kirmaier n, D. Bocian n, J. Lindsey n, D. Holten n, R. Knox n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2004 journal article

Introduction of a third meso substituent into 5,10-diaryl chlorins and oxochlorins

JOURNAL OF ORGANIC CHEMISTRY, 70(1), 275–285.

By: M. Taniguchi n, M. Kim n, D. Ra n & J. Lindsey n

Contributors: M. Taniguchi n, N. Man n, D. Ra n & J. Lindsey n

MeSH headings : Catalysis; Hydrocarbons, Halogenated / chemistry; Magnetic Resonance Spectroscopy; Metalloporphyrins / chemical synthesis; Metalloporphyrins / chemistry; Molecular Structure; Palladium / chemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Zinc / chemistry
TL;DR: Access is provided to new chlorins/oxochlorins that can be utilized in diverse applications and causes an approximately 5-nm red shift of the long wavelength Q(y) absorption band. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2004 journal article

Multibit memory using self-assembly of mixed ferrocene/porphyrin monolayers on silicon

ADVANCED MATERIALS, 16(2), 133-+.

Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2004 journal article

Multiple-bit storage properties of porphyrin monolayers on SiO2

APPLIED PHYSICS LETTERS, 85(10), 1829–1831.

By: Q. Li n, S. Surthi n, G. Mathur n, S. Gowda n, Q. Zhao n, T. Sorenson, R. Tenent, K. Muthukumaran n, J. Lindsey n, V. Misra n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2004 journal article

Performance of search algorithms in the examination of chemical reaction spaces with an automated chemistry workstation

Journal of the Association for Laboratory Automation, 9(6), 364–374.

By: J. Dixon n & J. Lindsey

author keywords: automated chemistry; reaction; optimization; simplex; parallel; adaptive; high throughput
TL;DR: Ten different algorithms have been examined for efficacy in searching reaction spaces using scenarios that explore effects of workstation parallelism and search space size to provide guidance in choosing optimization algorithms, designing more sophisticated algorithms, and developing workstations with parallel and/or adaptive features that use such algorithms. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Crossref
Added: September 6, 2020

2004 journal article

Photophysical properties of phenylethyne-linked porphyrin and oxochlorin dyads

JOURNAL OF PHYSICAL CHEMISTRY B, 108(24), 8190–8200.

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2004 journal article

Porphyrin architectures tailored for studies of molecular information storage

JOURNAL OF ORGANIC CHEMISTRY, 69(20), 6739–6750.

TL;DR: A collection of molecules enables a variety of studies to elucidate design issues in molecular-based information storage and enables investigation of on-chip patterning of the electrolyte. (via Semantic Scholar)
UN Sustainable Development Goal Categories
14. Life Below Water (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2004 journal article

Structural and electron-transfer characteristics of O-, S-, and Se-tethered porphyrin monolayers on Si(100)

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 126(47), 15603–15612.

By: A. Yasseri n, D. Syomin n, R. Loewe n, J. Lindsey n, F. Zaera n & D. Bocian n

Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2004 journal article

Structural characterization of modular supramolecular architectures in solution

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 126(43), 14054–14062.

By: D. Tiede n, R. Zhang n, L. Chen n, L. Yu n & J. Lindsey n

TL;DR: The results validate the molecular design, provide a new measure of conformational ensembles in solution that cannot be obtained by other techniques, and establish a structural basis for understanding the photophysical and guest-hosting functions of the hexameric porphyrin architectures in liquids. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2004 journal article

Structural control of the excited-state dynamics of bis(dipyrrinato)zinc complexes: Self-assembling chromophores for light-harvesting architectures

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 126(9), 2664–2665.

TL;DR: The results demonstrate that steric constraints on aryl-ring internal rotation dramatically alter the excited-state properties of 5,5'-substituted bis(dipyrrinato)metal complexes and establish the foundation for tuning the photophysical properties of these chromophores for use in diverse photochemical applications. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2004 journal article

Swallowtail porphyrins: Synthesis, characterization and incorporation into porphyrin dyads

JOURNAL OF ORGANIC CHEMISTRY, 69(11), 3700–3710.

MeSH headings : Electrochemistry; Magnesium / chemistry; Metalloporphyrins / chemical synthesis; Metalloporphyrins / chemistry; Molecular Conformation; Porphyrins / chemical synthesis; Porphyrins / chemistry; Spectrometry, Fluorescence; Zinc / chemistry
TL;DR: Time-resolved spectroscopic studies indicate that facile excited-state energy transfer occurs in the ZnFb dyad, and EPR studies of the monocation radical of the ZN(2)-dyad show that interporphyrin ground-state hole transfer is rapid. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2004 journal article

Synthesis of phenylethyne-linked porphyrin dyads

TETRAHEDRON, 60(9), 2011–2023.

Contributors: K. Tomizaki n, A. Lysenko n, M. Taniguchi n & J. Lindsey n

author keywords: porphyrin; dipyrromethane; ethyne; phenylethyne; energy transfer
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2004 journal article

Synthesis of porphyrins bearing hydrocarbon tethers and facile covalent attachment to Si(100)

JOURNAL OF ORGANIC CHEMISTRY, 69(17), 5568–5577.

By: Z. Liu n, A. Yasseri n, R. Loewe n, A. Lysenko n, V. Malinovskii n, Q. Zhao n, S. Surthi n, Q. Li n ...

TL;DR: High-temperature attachment procedure for porphyrin tethered to silicon via carbosilane linkages has broad scope encompassing diverse functional groups, tolerates a variety of arene substituents, and does not afford indiscriminate attachment. (via Semantic Scholar)
UN Sustainable Development Goal Categories
16. Peace, Justice and Strong Institutions (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2004 journal article

Synthesis of swallowtail-substituted multiporphyrin rods

JOURNAL OF ORGANIC CHEMISTRY, 69(17), 5796–5799.

By: P. Thamyongkit n & J. Lindsey n

TL;DR: The synthesis of linear multiporphyrin arrays (triads, tetrad, pentad) bearing solubilizing 7-tridecyl (swallowtail) groups is presented, designed for studies of interporphyrin electronic communication. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2003 journal article

A scalable synthesis of meso-substituted dipyrromethanes

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 7(6), 799–812.

Contributors: J. Laha n, S. Dhanalekshmi n, M. Taniguchi n, A. Ambroise n & J. Lindsey n

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2003 journal article

Comparison of excited-state energy transfer in arrays of hydroporphyrins (chlorins, oxochlorins) versus porphyrins: Rates, mechanisms, and design criteria

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 125(44), 13461–13470.

By: M. Taniguchi n, D. Ra n, C. Kirmaier n, E. Hindin n, J. Schwartz n, . Diers n, R. Knox n, D. Bocian n, J. Lindsey n, D. Holten n

Contributors: M. Taniguchi n, D. Ra n, C. Kirmaier n, E. Hindin n, J. Schwartz n, J. Diers n, R. Knox n, D. Bocian n, J. Lindsey n, D. Holten n

TL;DR: Taken together, the chlorin and oxochlorin dyads examined herein serve as benchmarks for elucidating the energy-transfer, electrochemical, and other properties of light-harvesting arrays containing multiple chlorins or Oxochlorins. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2003 journal article

Diverse redox-active molecules bearing O-, S-, or Se-terminated tethers for attachment to silicon in studies of molecular information storage

JOURNAL OF ORGANIC CHEMISTRY, 69(5), 1435–1443.

By: A. Balakumar n, A. Lysenko n, C. Carcel n, V. Malinovskii n, D. Gryko n, K. Schweikart n, R. Loewe n, A. Yasseri n ...

TL;DR: Electrochemical studies of monolayers of a variety of the redox-active molecules attached to Si(100) electrodes indicate that molecules exhibit a regular mode of attachment, relatively homogeneous surface organization, and robust reversible electrochemical behavior. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2003 journal article

Diverse redox-active molecules bearing identical thiol-terminated tripodal tethers for studies of molecular information storage

JOURNAL OF ORGANIC CHEMISTRY, 69(5), 1461–1469.

By: L. Wei n, K. Padmaja n, W. Youngblood n, A. Lysenko n, J. Lindsey n & D. Bocian n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2003 journal article

Electrical characterization of redox-active molecular monolayers on SiO2 for memory applications

APPLIED PHYSICS LETTERS, 83(1), 198–200.

By: Q. Li n, S. Surthi n, G. Mathur n, S. Gowda n, V. Misra n, T. Sorenson, R. Tenent, W. Kuhr ...

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2003 journal article

Excited-state energy-transfer dynamics in self-assembled triads composed of two porphyrins and an intervening bis(dipyrrinato)metal complex

INORGANIC CHEMISTRY, 42(21), 6629–6647.

TL;DR: Results indicate that bis(dipyrrinato)zinc(II) complexes can serve as self-assembling linkers that further function as secondary light-collection elements in porphyrin-based light-harvesting arrays. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2003 journal article

Excited-state energy-transfer dynamics of self-assembled imine-linked porphyrin dyads

INORGANIC CHEMISTRY, 42(21), 6616–6628.

TL;DR: This work provides the foundation for the design of multiporphyrin arrays that self-assemble via stable imine linkages, have predictable electronic properties, and have comparable or even enhanced energy-transfer characteristics relative to those of other types of covalently linked systems. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2003 journal article

Formation of porphyrins in the presence of acid-labile metalloporphyrins: A new route to mixed-metal multiporphyrin arrays

INORGANIC CHEMISTRY, 42(14), 4322–4337.

By: M. Speckbacher n, L. Yu n & J. Lindsey n

MeSH headings : Biomimetic Materials; Catalysis; Chromatography, Thin Layer; Indicators and Reagents; Magnetic Resonance Spectroscopy; Mass Spectrometry; Metalloporphyrins / chemistry; Metals / chemistry; Porphyrins / chemical synthesis; Spectrophotometry, Ultraviolet
TL;DR: The ability to employ otherwise "acid-labile" metalloporphyrins as precursors in condensation procedures should broaden the scope of accessible mixed-metal multiporphyrin arrays and motivate further studies of the application of mild Lewis acid catalysts in porphyr in chemistry. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2003 journal article

Molecular memories that survive silicon device processing and real-world operation

SCIENCE, 302(5650), 1543–1545.

By: Z. Liu n, A. Yasseri n, J. Lindsey n & D. Bocian n

TL;DR: It is demonstrated that porphyrin-based molecules bound to Si(100), which exhibit redox behavior useful for information storage, can meet this challenge of competing with semiconductors under the extreme conditions required for processing and operating a practical device. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2003 journal article

Porphyrins bearing arylphosphonic acid tethers for attachment to oxide surfaces

JOURNAL OF ORGANIC CHEMISTRY, 69(5), 1444–1452.

TL;DR: The voltammetric behavior indicates that the porphyrin-phosphonic acids form robust, electrically well-behaved monolayers on the oxide surface. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2003 journal article

Porphyrins bearing mono or tripodal benzylphosphonic acid tethers for attachment to oxide surfaces

JOURNAL OF ORGANIC CHEMISTRY, 69(5), 1453–1460.

TL;DR: A variety of porphyrinic molecules can now be prepared with tethers of different length, composition, and structure (mono or tripodal) for studies of molecular-based information storage on oxide surfaces. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2003 journal article

Practical synthesis of perylene-monoimide building blocks that possess features appropriate for use in porphyrin-based light-harvesting arrays

TETRAHEDRON, 59(8), 1191–1207.

By: K. Tomizaki n, P. Thamyongkit n, R. Loewe n & J. Lindsey n

author keywords: perylene; perylene anhydride; perylene imide; imidation; porphyrin; light harvesting; accessory pigment
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2003 journal article

Synthesis and characterization of bis(S-acetylthio)-derivatized europium triple-decker monomers and oligomers

INORGANIC CHEMISTRY, 42(23), 7431–7446.

TL;DR: The synthesis of monomers, dimers, trimers, and oligomers of triple-decker (TD) complexes bearing S-acetylthio groups at the termini support the view that all of the dithio-derivatized TD complexes assume a similar geometry on the surface. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2003 journal article

Synthesis and excited-state photodynamics of a perylene-monoimide-oxochlorin dyad. A light-harvesting array

JOURNAL OF PHYSICAL CHEMISTRY B, 107(15), 3431–3442.

By: K. Muthukumaran n, R. Loewe n, C. Kirmaier n, E. Hindin n, J. Schwartz n, . Sazanovich n, . Diers n, D. Bocian n, D. Holten n, J. Lindsey n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2003 journal article

Synthesis and excited-state photodynamics of perylene-bis(imide)-oxochlorin dyads. A charge-separation motif

JOURNAL OF PHYSICAL CHEMISTRY B, 107(15), 3443–3454.

By: C. Kirmaier n, E. Hindin n, J. Schwartz n, . Sazanovich n, . Diers n, K. Muthukumaran n, M. Taniguchi n, D. Bocian n, J. Lindsey n, D. Holten n

Contributors: C. Kirmaier n, E. Hindin n, J. Schwartz n, I. Sazanovich n, J. Diers n, K. Muthukumaran n, M. Taniguchi n, D. Bocian n, J. Lindsey n, D. Holten n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2003 journal article

Synthesis of cyclic hexameric porphyrin arrays. Anchors for surface immobilization and columnar self-assembly

JOURNAL OF ORGANIC CHEMISTRY, 68(21), 8199–8207.

By: K. Tomizaki n, L. Yu n, L. Wei n, D. Bocian n & J. Lindsey n

TL;DR: Together, the work reported herein provides cyclic hexameric porphyrin arrays for studies of self-assembly in solution or on surfaces. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

A parallel simplex search method for use with an automated chemistry workstation

CHEMOMETRICS AND INTELLIGENT LABORATORY SYSTEMS, 62(2), 129–147.

By: T. Matsumoto n, H. Du n & J. Lindsey n

author keywords: simplex; composite modified simplex; automated chemistry workstation; parallel experimentation
TL;DR: The parallel Simplex search (PSS) module enables multiple composite modified Simplex (CMS) searches to be performed in a concurrent manner and provides a parallel yet adaptive means for identifying improved conditions for chemical reactions. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

A two-tiered strategy for simplex and multidirectional optimization of reactions with an automated chemistry workstation

CHEMOMETRICS AND INTELLIGENT LABORATORY SYSTEMS, 62(2), 149–158.

By: T. Matsumoto n, H. Du n & J. Lindsey n

author keywords: simplex; composite-modified simplex; multidirectional search; automated chemistry workstation; parallel experimentation; adaptive experimentation
TL;DR: A two-tiered strategy for optimizing reaction conditions has been developed for use with an automated chemistry workstation capable of parallel adaptive experimentation and enables the optimal region to be reached rapidly. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

Acidolysis of intermediates used in the preparation of core-modified porphyrinic macrocycles

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 6(3), 186–197.

By: F. Chevalier n, G. Geier* & J. Lindsey n

author keywords: dipyrromethane; core-modified porphyrin; acid catalysis; oxaporphyrin; thiaporphyrin; selenaporphyrin
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

An approach for parallel and adaptive screening of discrete compounds followed by reaction optimization using an automated chemistry workstation

CHEMOMETRICS AND INTELLIGENT LABORATORY SYSTEMS, 62(2), 159–170.

By: H. Du n & J. Lindsey n

author keywords: multidirectional search; automated chemistry workstation; parallel experimentation; adaptive experimentation
TL;DR: An approach for experiment planning that enables this two-tiered strategy of breadth-first screening followed by in-depth optimization of hits enables autonomous experimentation using an automated chemistry workstation. (via Semantic Scholar)
UN Sustainable Development Goal Categories
16. Peace, Justice and Strong Institutions (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

An experiment planner for performing successive focused grid searches with an automated chemistry workstation

CHEMOMETRICS AND INTELLIGENT LABORATORY SYSTEMS, 62(2), 115–128.

By: J. Dixon n, H. Du n, D. Cork* & J. Lindsey n

author keywords: grid search; factorial design; automated chemistry workstation; parallel experimentation; adaptive experimentation
TL;DR: An algorithm wherein a succession of grid searches is performed in a search space and an experimental planner that enables the SFGS algorithm to be implemented on an automated chemistry workstation enables parallel adaptive experimentation and affords a comprehensive response surface that is fine-grained in the region of optimal response. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

Capacitance and conductance characterization of ferrocene-containing self-assembled monolayers on silicon surfaces for memory applications

APPLIED PHYSICS LETTERS, 81(8), 1494–1496.

By: Q. Li n, G. Mathur n, M. Homsi n, S. Surthi n, V. Misra n, V. Malinovskii n, K. Schweikart n, L. Yu n ...

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

Characterization of charge storage in redox-active self-assembled monolayers

LANGMUIR, 18(10), 4030–4040.

Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

Comparison of electron-transfer and charge-retention characteristics of porphyrin-containing self-assembled monolayers designed for molecular information storage

JOURNAL OF PHYSICAL CHEMISTRY B, 106(34), 8639–8648.

Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

Design and synthesis of light-harvesting rods for intrinsic rectification of the migration of excited-state energy and ground-state holes

JOURNAL OF MATERIALS CHEMISTRY, 12(5), 1530–1552.

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

Design, synthesis, and characterization of prototypical multistate counters in three distinct architectures

JOURNAL OF MATERIALS CHEMISTRY, 12(4), 808–828.

By: K. Schweikart n, V. Malinovskii n, . Diers*, A. Yasseri*, D. Bocian*, W. Kuhr*, J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

Effects of diverse acid catalysts on the reaction course in the two-step one-flask synthesis of meso-tetraphenylporphyrin

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 6(3), 159–185.

By: G. Geier n & J. Lindsey n

author keywords: porphyrin; tetraphenylporphyrin; acid catalysis; Bronsted acid; Lewis acid; N-confused tetraphenylporphyrin; tetraphenylsapphyrin; pyrromethane; mass spectrometry
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

Efficient energy transfer and electron transfer in an artificial photosynthetic antenna-reaction center complex

JOURNAL OF PHYSICAL CHEMISTRY A, 106(10), 2036–2048.

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

Glaser-mediated synthesis and photophysical characterization of diphenylbutadiyne-linked porphyrin dyads

JOURNAL OF ORGANIC CHEMISTRY, 67(7), 2111–2117.

MeSH headings : Algorithms; Alkalies / chemistry; Catalysis; Energy Transfer; Magnesium / chemistry; Magnetic Resonance Spectroscopy; Metalloporphyrins / chemical synthesis; Metalloporphyrins / chemistry; Molecular Conformation; Molecular Structure; Photochemistry / methods; Time Factors; Zinc / chemistry
TL;DR: Collectively, the studies show that the 4,4'-diphenylbutadiynyl linker supports fast and efficient energy transfer between Zn and Mg or Fb porphyrins. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

Measurements of electron-transfer rates of charge-storage molecular monolayers on Si(100). Toward hybrid molecular/semiconductor information storage devices

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 125(2), 505–517.

By: K. Roth n, A. Yasseri n, Z. Liu n, R. Dabke n, V. Malinovskii n, K. Schweikart n, L. Yu n, H. Tiznado n ...

TL;DR: Two alternative hypotheses are advanced to explain both the diminution in rates with increased surface coverage and the contrasting behavior with the analogous thiols on Au, one based on space-charge effects at the monolayer-solution interface and a second relying on changes in distance of the redox centers from the surface as modulated by the orientation of the linking chains. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

Synthesis and electronic properties of regioisomerically pure oxochlorins

JOURNAL OF ORGANIC CHEMISTRY, 67(21), 7329–7342.

By: M. Taniguchi n, H. Kim n, D. Ra n, J. Schwartz n, C. Kirmaier n, E. Hindin n, . Diers n, S. Prathapan n ...

Contributors: M. Taniguchi n, D. Holten n, J. Lindsey n, H. Kim n, D. Ra n, J. Schwartz n, C. Kirmaier n, E. Hindin n ...

MeSH headings : Indicators and Reagents; Models, Molecular; Molecular Conformation; Molecular Structure; Oxidation-Reduction; Porphyrins / chemical synthesis; Porphyrins / chemistry; Spectrophotometry; Stereoisomerism
TL;DR: Collectively, the fluorescence yields, excited-state lifetimes, oxidation potentials, and various spectral characteristics of the chlorin and oxochlorin building blocks provide the foundation for studies of photochemical processes in larger architectures based on these chromophores. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2002 review

Synthesis and excited-state photodynamics of perylene-porphyrin dyads. 4. Ultrafast charge separation and charge recombination between tightly coupled units in polar media

[Review of ]. RESEARCH ON CHEMICAL INTERMEDIATES, 28(7-9), 719–740.

By: C. Kirmaier, S. Yang, S. Prathapan, M. Miller*, . Diers, D. Bocian, J. Lindsey*, D. Holten

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

Synthesis and photophysical properties of light-harvesting arrays comprised of a porphyrin bearing multiple perylene-monoimide accessory pigments

JOURNAL OF ORGANIC CHEMISTRY, 67(18), 6519–6534.

By: K. Tomizaki n, R. Loewe n, C. Kirmaier n, J. Schwartz n, J. Retsek n, D. Bocian n, D. Holten n, J. Lindsey n

MeSH headings : Chromatography, High Pressure Liquid; Energy Transfer; Indicators and Reagents; Light; Magnetic Resonance Spectroscopy; Metalloporphyrins / chemical synthesis; Metalloporphyrins / chemistry; Models, Molecular; Molecular Conformation; Molecular Structure; Perylene / chemical synthesis; Perylene / chemistry; Photochemistry / methods; Pigments, Biological / chemistry; Spectrophotometry, Atomic; Temperature; Zinc / chemistry
TL;DR: Multiperylene-porphyrin arrays containing two, four, or eight perylene-monoimide accessory pigments attached to a zinc porphyrin are identified that exhibit suitable photochemical properties for use as motifs in larger light-harvesting systems. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

Synthesis of perylene-porphyrin building blocks and rod-like oligomers for light-harvesting applications

JOURNAL OF MATERIALS CHEMISTRY, 12(12), 3438–3451.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

Synthesis of perylene-porphyrin dyads for light-harvesting studies

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 6(9-10), 626–642.

author keywords: perylene; porphyrin; perylene-monoimide; light-harvesting; energy transfer; ethyne
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2002 journal article

Weakly coupled molecular photonic wires: Synthesis and excited-state energy-transfer dynamics

JOURNAL OF ORGANIC CHEMISTRY, 67(11), 3811–3826.

MeSH headings : Coloring Agents / chemistry; Energy Transfer; Imides / chemistry; Metalloporphyrins / chemical synthesis; Metalloporphyrins / chemistry; Perylene / chemistry; Photons
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2001 journal article

A survey of acid catalysts in dipyrromethanecarbinol condensations leading to meso-substituted porphyrins

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 5(12), 810–823.

By: G. Geier n, J. Callinan n, P. Rao n & J. Lindsey n

author keywords: dipyrromethane; porphyrin; acid catalysis; pyridyl; lanthanide; laser desorption mass spectrometry (LD-MS)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2001 journal article

Design and synthesis of porphyrin-based optoelectronic gates

CHEMISTRY OF MATERIALS, 13(3), 1023–1034.

By: A. Ambroise n, R. Wagner n, P. Rao n, J. Riggs n, P. Hascoat n, . Diers n, J. Seth n, R. Lammi n ...

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2001 journal article

Investigation of acid cocatalysis in syntheses of tetra-phenylporphyrin

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 5(9), 681–690.

By: G. Geier*, J. Riggs & J. Lindsey*

author keywords: acid catalysis; cocatalysis; porphyrin; pyrrole; aldehyde
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2001 journal article

Investigation of porphyrin-forming reactions. Part 1. Pyrrole plus aldehyde oligomerization in two-step, one-flask syntheses of meso-substituted porphyrins

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, (5), 677–686.

By: G. Geier n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2001 journal article

Investigation of porphyrin-forming reactions. Part 2. Examination of the reaction course in two-step, one-flask syntheses of meso-substituted porphyrins

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, (5), 687–700.

By: G. Geier n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2001 journal article

Investigation of porphyrin-forming reactions. Part 3. The origin of scrambling in dipyrromethane plus aldehyde condensations yielding trans-A(2)B(2)-tetraarylporphyrins

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, (5), 701–711.

By: G. Geier n, B. Littler n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2001 journal article

Investigation of porphyrin-forming reactions. Part 4. Examination of the reaction course in syntheses of porphyrins via dipyrromethanecarbinols

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, (5), 712–718.

By: G. Geier n, B. Littler n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2001 journal article

Investigation of rational syntheses of heteroleptic porphyrinic lanthanide (europium, cerium) triple-decker sandwich complexes

INORGANIC CHEMISTRY, 40(18), 4762–4774.

By: T. Gross n, F. Chevalier n & J. Lindsey n

TL;DR: This work has investigated more directed methods for preparing triple deckers of a given type with distinct metals in each layer and employs in situ formation of the lanthanide reagent EuCl or CeI[N(SiMe3)2]2, which upon reaction with a porphyrin affords the half-sandwich complex. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2001 journal article

Investigation of two rational routes for preparing p-phenylene-linked porphyrin trimers

TETRAHEDRON, 57(45), 9285–9298.

By: L. Yu n & J. Lindsey n

author keywords: porphyrins and analogues; pyrroles; Suzuki reactions; alkynes
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2001 journal article

Mechanisms of excited-state energy-transfer gating in linear versus branched multiporphyrin arrays

JOURNAL OF PHYSICAL CHEMISTRY B, 105(22), 5341–5352.

By: R. Lammi n, R. Wagner n, A. Ambroise n, . Diers n, D. Bocian n, D. Holten n, J. Lindsey n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2001 review

Probing electronic communication in covalently linked multiporphyrin arrays. A guide to the rational design of molecular photonic devices

[Review of ]. ACCOUNTS OF CHEMICAL RESEARCH, 35(1), 57–69.

MeSH headings : Electronics; Metalloporphyrins / chemistry; Models, Molecular; Organometallic Compounds / chemistry
TL;DR: This Account describes studies aimed at understanding the mechanisms of electronic communication in porphyrin-based architectures that undergo excited-state energy migration and ground-state hole/electron hopping. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2001 journal article

Quenching of porphyrin excited states by adjacent or distant porphyrin cation radicals in molecular arrays

CHEMICAL PHYSICS LETTERS, 341(1-2), 35–44.

By: R. Lammi*, A. Ambroise n, R. Wagner n, . Diers*, D. Bocian*, D. Holten*, J. Lindsey n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2001 journal article

Rational syntheses of cyclic hexameric porphyrin arrays for studies of self-assembling light-harvesting systems

JOURNAL OF ORGANIC CHEMISTRY, 66(22), 7402–7419.

By: L. Yu n & J. Lindsey n

TL;DR: Two new cyclic hexameric arrays of porphyrins have been prepared in a rational, convergent manner, affording self-assembled arrays for light-harvesting studies and exhibit absorption spectra that are nearly the sum of the spectra of the component parts, indicating weak electronic coupling. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2001 journal article

Studies related to the design and synthesis of a molecular octal counter

JOURNAL OF MATERIALS CHEMISTRY, 11(4), 1162–1180.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2001 journal article

Synthesis and excited-state photodynamics in perylene-porphyrin dyads 2. Effects of porphyrin metalation state on the energy-transfer, charge-transfer, and deactivation channels

JOURNAL OF PHYSICAL CHEMISTRY B, 105(34), 8249–8258.

By: S. Yang n, S. Prathapan n, M. Miller n, J. Seth n, D. Bocian n, J. Lindsey n, D. Holten n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2001 journal article

Synthesis and excited-state photodynamics of perylene-porphyrin dyads. 1. Parallel energy and charge transfer via a diphenylethyne linker

JOURNAL OF PHYSICAL CHEMISTRY B, 105(34), 8237–8248.

By: S. Prathapan n, S. Yang n, J. Seth n, M. Miller n, D. Bocian n, D. Holten n, J. Lindsey n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2001 journal article

Synthesis and excited-state photodynamics of perylene-porphyrindyads. Part 3, Effects of perylene, linker, and connectivity on ultrafast energy transfer

Journal of Materials Chemistry, 11(10), 2420–2430.

By: S. Yang*, R. Lammi*, S. Prathapan n, M. Miller n, J. Seth*, J. Diers*, D. Bocian*, J. Lindsey n, D. Holten*

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, NC State University Libraries
Added: August 6, 2018

2001 journal article

Synthesis of meso-substituted chlorins via tetrahydrobilene-a intermediates

JOURNAL OF ORGANIC CHEMISTRY, 66(22), 7342–7354.

By: M. Taniguchi n, D. Ra n, G. Mo n, T. Balasubramanian n & J. Lindsey n

Contributors: M. Taniguchi n, D. Ra n, G. Mo n, T. Balasubramanian n & J. Lindsey n

MeSH headings : Photochemistry; Pigments, Biological / chemical synthesis; Pigments, Biological / chemistry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Spectrum Analysis; Zinc
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science, ORCID
Added: August 6, 2018

2000 journal article

A self-assembled light-harvesting array of seven porphyrins in a wheel and spoke architecture

ORGANIC LETTERS, 2(17), 2563–2566.

By: A. Ambroise n, J. Li n, L. Yu n & J. Lindsey n

MeSH headings : Chemical Phenomena; Chemistry, Physical; Molecular Conformation; Porphyrins / chemistry; Spectrometry, Fluorescence; Zinc / chemistry
TL;DR: A shape-persistent cyclic array of six zinc porphyrins provides an effective host for a dipyridyl-substituted free base porphyrsin, yielding a self-assembled structure for studies of light harvesting. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2000 journal article

A survey of acid catalysts for use in two-step, one-flask syntheses of meso-substituted porphyrinic macrocycles

ORGANIC LETTERS, 2(12), 1745–1748.

By: G. Geier n, Y. Ciringh n, F. Li n, D. Haynes n & J. Lindsey n

MeSH headings : Acids, Noncarboxylic / chemistry; Aldehydes / chemistry; Catalysis; Porphyrins / chemical synthesis; Pyrroles / chemistry
TL;DR: The scope of acid catalysis was found to be very broad, with 35 of 45 acids providing TPP in yields ranging from 5% to 58%. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2000 journal article

A tightly coupled linear array of perylene, bis(porphyrin), and phthalocyanine units that functions as a photoinduced energy-transfer cascade

JOURNAL OF ORGANIC CHEMISTRY, 65(20), 6634–6649.

TL;DR: The perylene-bis(porphyrin)-phthalocyanine architecture exhibits efficient light-harvesting properties and rapid funneling of energy in a cascade from perylene to bis(porPHyrin) to phthalcyanine. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2000 journal article

Efficient synthesis of monoacyl dipyrromethanes and their use in the preparation of sterically unhindered trans-porphyrins

JOURNAL OF ORGANIC CHEMISTRY, 65(4), 1084–1092.

By: P. Rao n, B. Littler n, G. Geier n & J. Lindsey n

MeSH headings : Acylation; Magnetic Resonance Spectroscopy; Methane / analogs & derivatives; Methane / chemical synthesis; Methane / chemistry; Methane / metabolism; Molecular Structure; Porphyrins / chemical synthesis; Porphyrins / chemistry; Porphyrins / metabolism; Pyrroles / chemical synthesis; Pyrroles / chemistry; Pyrroles / metabolism; Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2000 journal article

Investigation of tightly coupled porphyrin arrays comprised of identical monomers for multibit information storage

JOURNAL OF ORGANIC CHEMISTRY, 65(22), 7371–7378.

By: C. Clausen n, D. Gryko n, A. Yasseri n, . Diers n, D. Bocian n, W. Kuhr n, J. Lindsey n

TL;DR: The synthesis of porphyrin arrays where porphyrs with identical oxidation potentials are directly linked to one another instead of joined via a molecular linker is reported, indicating that the structural motif is of limited utility for molecular information storage elements. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2000 journal article

Rational syntheses of porphyrins bearing up to four different meso substituents

JOURNAL OF ORGANIC CHEMISTRY, 65(22), 7323–7344.

By: P. Rao n, S. Dhanalekshmi n, B. Littler n & J. Lindsey n

MeSH headings : Acylation; Catalysis; Indicators and Reagents; Molecular Mimicry; Porphyrins / chemical synthesis; Porphyrins / chemistry; Solvents; Temperature
TL;DR: This work has developed methodology that avoids statistical reactions, employs minimal chromatography, and affords up to gram quantities of regioisomerically pure porphyrins bearing predesignated patterns of up to four different meso substituents. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2000 journal article

Rational synthesis of beta-substituted chlorin building blocks

JOURNAL OF ORGANIC CHEMISTRY, 65(23), 7919–7929.

MeSH headings : Fluorescence; Porphyrins / chemical synthesis
TL;DR: A route pioneered by Battersby is adapted to gain access to chlorins that bear two meso substituents, a geminal dimethyl group to lock in the chlorin hydrogenation level, and no flanking meso and beta substituENTS. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2000 journal article

Rational synthesis of meso-substituted chlorin building blocks

JOURNAL OF ORGANIC CHEMISTRY, 65(10), 3160–3172.

By: J. Strachan n, . DF O'Shea, T. Balasubramanian n & J. Lindsey n

MeSH headings : Indicators and Reagents; Magnetic Resonance Spectroscopy; Plants / chemistry; Porphyrins / chemical synthesis; Solvents; Spectrometry, Fluorescence; Spectrophotometry, Ultraviolet
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2000 journal article

Rational synthesis of meso-substituted porphyrins bearing one nitrogen heterocyclic group

JOURNAL OF ORGANIC CHEMISTRY, 65(7), 2249–2252.

MeSH headings : Heterocyclic Compounds / chemical synthesis; Indicators and Reagents; Porphyrins / chemical synthesis
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2000 journal article

Structural control of photoinduced energy transfer between adjacent and distant sites in multiporphyrin arrays

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 122(31), 7579–7591.

By: R. Lammi n, A. Ambroise n, T. Balasubramanian n, R. Wagner n, D. Bocian n, D. Holten n, J. Lindsey n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2000 journal article

Synthesis and excited-state photodynamics of phenylethyne- linked porphyrin-phthalocyanine dyads

Journal of Materials Chemistry, 10(2), 283–296.

By: S. Yang*, J. Li n, H. Cho*, D. Kim*, D. Bocian*, D. Holten*, J. Lindsey n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, NC State University Libraries
Added: August 6, 2018

2000 journal article

Synthesis of "porphyrin-linker-thiol" molecules with diverse linkers for studies of molecular-based information storage

JOURNAL OF ORGANIC CHEMISTRY, 65(22), 7345–7355.

By: D. Gryko n, C. Clausen n, K. Roth n, N. Dontha n, D. Bocian n, W. Kuhr n, J. Lindsey n

TL;DR: Different routes have been developed to a wide range of aldehydes possessing a protected S-acetylthio group for the preparation of thiol-derivatized porphyrins with eight different linkers, which provides an attractive approach for electrically addressable molecular-based information storage. (via Semantic Scholar)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2000 journal article

Synthesis of thiol-derivatized europium porphyrinic triple-decker sandwich complexes for multibit molecular information storage

JOURNAL OF ORGANIC CHEMISTRY, 65(22), 7379–7390.

TL;DR: Electrochemical characteristics indicate that Lanthanide triple-decker sandwich molecules employing porphyrins and phthalocyanines are well suited for storing multiple bits of information. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2000 journal article

Synthesis of thiol-derivatized ferrocene-porphyrins for studies of multibit information storage

JOURNAL OF ORGANIC CHEMISTRY, 65(22), 7356–7362.

TL;DR: Four new ferrocene-porphyrins have been synthesized to investigate questions concerning (1) the scope of redox-active molecules that can be employed in molecular information-storage schemes and (2) writing/reading rates as well as retention of charge in redox -active units located at different sites in a molecular architecture. (via Semantic Scholar)
UN Sustainable Development Goal Categories
4. Quality Education (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

2000 journal article

Synthesis of thiol-derivatized porphyrin dimers and trimers for studies of architectural effects on multibit information storage

JOURNAL OF ORGANIC CHEMISTRY, 65(22), 7363–7370.

By: C. Clausen n, D. Gryko n, R. Dabke n, N. Dontha n, D. Bocian n, W. Kuhr n, J. Lindsey n

TL;DR: The rational design and synthesis of multiporphyrin arrays containing thiol-derivatized linkers for the purpose of multibit molecular information storage appear to form more highly ordered monolayers that exhibit sharper, better-defined redox features. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

A planning module for performing grid search, factorial design, and related combinatorial studies on an automated chemistry workstation

CHEMOMETRICS AND INTELLIGENT LABORATORY SYSTEMS, 48(2), 219–234.

By: P. Kuo n, H. Du n, L. Corkan n, K. Yang n & J. Lindsey n

author keywords: grid search; factorial design; automated chemistry workstation
TL;DR: Experimental plans can be readily composed and implemented for fundamental studies of chemical reactions, generating response surfaces, performing parallel screening procedures, and creating indexed combinatorial chemical libraries. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

An artificial photosynthetic antenna-reaction center complex

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 121(37), 8604–8614.

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

An automated microscale chemistry workstation capable of parallel, adaptive experimentation

CHEMOMETRICS AND INTELLIGENT LABORATORY SYSTEMS, 48(2), 181–203.

By: H. Du n, L. Corkan n, K. Yang n, P. Kuo n & J. Lindsey n

author keywords: automated workstation; parallel experimentation; microscale chemistry
TL;DR: A 3rd-generation chemistry workstation and accompanying software for automated experimentation in relatively clean domains of chemistry is designed for flexible, high-throughput, microscale chemistry and includes a reaction station with 60 reaction vessels. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

An efficient one-flask synthesis of N-confused tetraphenylporphyrin

ORGANIC LETTERS, 1(9), 1455–1458.

By: G. Geier n, D. Haynes n & J. Lindsey n

MeSH headings : Chromatography, High Pressure Liquid; Porphyrins / chemical synthesis
TL;DR: It is found that methanesulfonic acid catalyzed condensation of pyrrole and benzaldehyde followed by DDQ oxidation provides N-confused tetraphenylporphyrin (NC-TPP) in up to 39% yield in analytical scale experiments. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

Decision-tree programs for an adaptive automated chemistry workstation. Application to catalyst screening experiments

CHEMOMETRICS AND INTELLIGENT LABORATORY SYSTEMS, 48(2), 205–217.

By: H. Du n, W. Shen n, P. Kuo n & J. Lindsey n

author keywords: decision-tree programs; automated chemistry workstations; screening compounds
TL;DR: A decision-tree (DT) experiment-planning module that includes a complete command set for adaptive operation of the workstation, enabling composition of flexible programs for adaptive experimentation that can be used as stand-alone programs or as decision-making components of other searching programs. (via Semantic Scholar)
UN Sustainable Development Goal Categories
16. Peace, Justice and Strong Institutions (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

Effects of metalation state (Free base, Mg, Zn, Cd) on excited-state energy transfer in diarylethyne-linked porphyrin dimers

INORGANIC CHEMISTRY, 38(21), 4849–4853.

By: P. Hascoat n, S. Yang n, R. Lammi n, J. Alley n, D. Bocian n, J. Lindsey n, D. Holten n

TL;DR: The results further illustrate the efficacy of this dimeric architecture for ultrafast excited-state energy transfer, how molecular/electronic properties can be manipulated to tune photoinduced energy flow in multiporphyrin arrays, and key factors impacting effective inter-porphyrin electronic communication, including porphyr in orbital tuning. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

Efficient synthesis of light-harvesting arrays composed of eight porphyrins and one phthalocyanine

JOURNAL OF ORGANIC CHEMISTRY, 64(25), 9101–9108.

By: J. Li n & J. Lindsey n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

Further development of a versatile microscale automated workstation for parallel adaptive experimentation

Laboratory Robotics and Automation, 11(4), 217–223.

By: D. Cork*, T. Sugawara*, J. Lindsey n, L. Corkan & H. Du n

Sources: NC State University Libraries, NC State University Libraries
Added: August 6, 2018

1999 journal article

Ground and excited state electronic properties of halogenated tetraarylporphyrins. Tuning the building blocks for porphyrin- based photonic devices

Journal of Porphyrins and Phthalocyanines, 3(2), 117–147.

By: S. Yang*, J. Seth*, J. Strachan n, S. Gentemann*, D. Kim*, D. Holten*, J. Lindsey n, D. Bocian*

Sources: NC State University Libraries, NC State University Libraries
Added: August 6, 2018

1999 journal article

Implementation of the multidirectional search algorithm on an automated chemistry workstation. A parallel yet adaptive approach for reaction optimization

CHEMOMETRICS AND INTELLIGENT LABORATORY SYSTEMS, 48(2), 235–256.

By: H. Du n, S. Jindal n & J. Lindsey n

author keywords: multidirectional search; simplex; automated chemistry workstation
TL;DR: An experiment-planning module for applying a powerful new pattern search algorithm toward the problems of reaction investigation and optimization and includes options for specifying initial points, stop criteria, and early-termination processes. (via Semantic Scholar)
UN Sustainable Development Goal Categories
16. Peace, Justice and Strong Institutions (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

Interplay of orbital tuning and linker location in controlling electronic communication in porphyrin arrays

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 121(16), 4008–4018.

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

Investigation and refinement of palladium-coupling conditions for the synthesis of diarylethyne-linked multiporphyrin arrays

CHEMISTRY OF MATERIALS, 11(10), 2974–2983.

By: R. Wagner n, Y. Ciringh n, C. Clausen n & J. Lindsey n

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

Investigation of MALDI-TOF mass spectrometry of diverse synthetic metalloporphyrins, phthalocyanines and multiporphyrin arrays

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 3(4), 283–291.

author keywords: mass spectrometry; LDI; MALDI; radical cations; metalloporphyrins; porphyrin arrays; phthalocyanines
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

Investigation of conditions giving minimal scrambling in the synthesis of trans-porphyrins from dipyrromethanes and aldehydes

JOURNAL OF ORGANIC CHEMISTRY, 64(8), 2864–2872.

By: B. Littler n, Y. Ciringh n & J. Lindsey n

TL;DR: Examination of a wide range of conditions showed that slow reactions are associated with less rearrangement, which improves the methodology available for the preparation of trans-porphyrins, derived from sterically unhindered dipyrromethanes. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

N-confused tetraphenylporphyrin and tetraphenylsapphyrin formation in one-flask syntheses of tetraphenylporphyrin

JOURNAL OF ORGANIC CHEMISTRY, 64(5), 1596–1603.

By: G. Geier n & J. Lindsey n

TL;DR: The studies indicate that the scope of conditions yielding NC-TPP is extremely broad, and makes for straightforward isolation of the purified porphyrin devoid of contaminating N-confused porphyrsin. (via Semantic Scholar)
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

Rational synthesis of trans-substituted porphyrin building blocks containing one sulfur or oxygen atom in place of nitrogen at a designated site

JOURNAL OF ORGANIC CHEMISTRY, 64(21), 7890–7901.

By: W. Cho n, H. Kim n, B. Littler n, M. Miller n, C. Lee n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

Refined synthesis of 5-substituted dipyrromethanes

JOURNAL OF ORGANIC CHEMISTRY, 64(4), 1391–1396.

By: B. Littler n, M. Miller n, C. Hung n, R. Wagner n, . DF O'Shea, P. Boyle n, J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

Synthesis and properties of star-shaped multiporphyrin-phthalocyanine light-harvesting arrays

JOURNAL OF ORGANIC CHEMISTRY, 64(25), 9090–9100.

By: J. Li n, . Diers n, J. Seth n, S. Yang n, D. Bocian n, D. Holten n, J. Lindsey n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

Synthesis of beta-substituted porphyrin building blocks and conversion to diphenylethyne-linked porphyrin dimers

TETRAHEDRON, 55(22), 6771–6784.

author keywords: alkynes; orbital effects; porphyrins; pyrroles
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

Template-directed synthesis, excited-state photodynamics, and electronic communication in a hexameric wheel of porphyrins

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 121(38), 8927–8940.

By: J. Li n, A. Ambroise n, S. Yang n, . Diers n, J. Seth n, C. Wack n, D. Bocian n, D. Holten n, J. Lindsey n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1999 journal article

Thiol-derivatized porphyrins for attachment to electroactive surfaces

JOURNAL OF ORGANIC CHEMISTRY, 64(23), 8635–8647.

By: D. Gryko n, C. Clausen n & J. Lindsey n

Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1998 journal article

Analysis of sugar phosphates and related compounds using capillary zone electrophoresis with indirect UV detection

JOURNAL OF CHROMATOGRAPHY A, 816(2), 251–259.

By: Y. Ciringh n & J. Lindsey n

author keywords: buffer composition; sugar phosphates
UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1998 journal article

Design, synthesis, and photodynamics of light-harvesting arrays comprised of a porphyrin and one, two, or eight boron-dipyrrin accessory pigments

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 120(39), 10001–10017.

By: F. Li n, S. Yang n, Y. Ciringh n, J. Seth n, C. Martin n, D. Singh n, D. Kim n, R. Birge n ...

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1998 journal article

Energy-transfer modeling for the rational design of multiporphyrin light-harvesting arrays

JOURNAL OF PHYSICAL CHEMISTRY B, 102(21), 4209–4216.

By: P. Van Patten n, A. Shreve n, J. Lindsey n & R. Donohoe n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1998 journal article

Excited-state energy transfer and ground-state hole electron hopping in p-phenylene-linked porphyrin dimers

JOURNAL OF PHYSICAL CHEMISTRY B, 102(47), 9426–9436.

By: S. Yang n, R. Lammi n, J. Seth n, J. Riggs n, T. Arai n, D. Kim n, D. Bocian n, D. Holten n, J. Lindsey n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1998 journal article

Investigation of cocatalysis conditions using an automated microscale multireactor workstation: Synthesis of meso-tetramesitylporphypin

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 3(1), 28–37.

By: R. Wagner n, F. Li n, H. Du n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1998 journal article

PhotochemCAD: A computer-aided design and research tool in photochemistry

Photochemistry and Photobiology, 68(2), 141–142.

By: H. Du*, R. Fuh, J. Li, L. Corkan & J. Lindsey*

Sources: NC State University Libraries, NC State University Libraries
Added: August 6, 2018

1998 journal article

Synthesis and characterization of tetrachlorodiarylethyne-linked porphyrin dimers. Effects of linker architecture on intradimer electronic communication

INORGANIC CHEMISTRY, 37(6), 1191–1201.

By: J. Strachan n, S. Gentemann n, J. Seth n, W. Kalsbeck n, J. Lindsey n, D. Holten n, D. Bocian n

TL;DR: The o-chloro groups on the linker decrease electronic communication via a steric, rather than purely electronic, mechanism. (via Semantic Scholar)
UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1998 journal article

Synthesis and excited-state photodynamics of a molecular square containing four mutually coplanar porphyrins

JOURNAL OF ORGANIC CHEMISTRY, 63(15), 5042–5049.

By: R. Wagner n, J. Seth n, S. Yang n, D. Kim n, D. Bocian n, D. Holten n, J. Lindsey n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1998 journal article

Trans-substituted porphyrin building blocks bearing iodo and ethynyl groups for applications in bioorganic and materials chemistry

TETRAHEDRON, 54(27), 7721–7734.

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1997 journal article

Beneficial effects of salts on an acid-catalyzed condensation leading to porphyrin formation

TETRAHEDRON, 53(37), 12339–12360.

By: F. Li n, K. Yang n, J. Tyhonas n, K. MacCrum n & J. Lindsey n

UN Sustainable Development Goal Categories
6. Clean Water and Sanitation (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1997 review

Effects of central metal ion (Mg, Zn) and solvent on singlet excited-state energy flow in porphyrin-based nanostructures

[Review of ]. JOURNAL OF MATERIALS CHEMISTRY, 7(7), 1245–1262.

By: F. Li*, S. Gentemann, W. Kalsbeck, J. Seth, J. Lindsey*, D. Holten, D. Bocian

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1997 journal article

Effects of orbital ordering on electronic communication in multiporphyrin arrays

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 119(46), 11191–11201.

By: J. Strachan n, S. Gentemann n, J. Seth n, W. Kalsbeck n, J. Lindsey n, D. Holten n, D. Bocian n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1997 journal article

Investigation of the one-flask synthesis of porphyrins bearing meso-linked straps of variable length, rigidity, and redox activity

TETRAHEDRON, 53(20), 6755–6790.

By: R. Wagner n, T. Johnson n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1996 article

Boron-dipyrromethene dyes for incorporation in synthetic multi-pigment light-harvesting arrays

Wagner, R. W., & Lindsey, J. S. (1996, July). PURE AND APPLIED CHEMISTRY, Vol. 68, pp. 1373–1380.

By: R. Wagner* & J. Lindsey*

Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1996 review

Soluble synthetic multiporphyrin arrays .1. Modular design and synthesis

[Review of ]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 118(45), 11166–11180.

By: R. Wagner n, T. Johnson n & J. Lindsey n

UN Sustainable Development Goal Categories
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

1996 journal article

Soluble synthetic multiporphyrin arrays .2. Photodynamics of energy-transfer processes

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 118(45), 11181–11193.

By: J. Hsiao n, B. Krueger n, R. Wagner n, T. Johnson n, J. Delaney n, D. Mauzerall n, G. Fleming n, J. Lindsey n, D. Bocian n, R. Donohoe n

UN Sustainable Development Goal Categories
7. Affordable and Clean Energy (OpenAlex)
Sources: NC State University Libraries, Web Of Science
Added: August 6, 2018

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