@article{kee_kirmaier_tang_diers_muthiah_taniguchi_laha_ptaszek_lindsey_bocian_et al._2007, title={Effects of substituents on synthetic analogs of chlorophylls. Part 1: Synthesis, vibrational properties and excited-state decay characteristics}, volume={83}, ISSN={["1751-1097"]}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-34548711333&partnerID=MN8TOARS}, DOI={10.1111/j.1751-1097.2007.00150.x}, abstractNote={Abstract}, number={5}, journal={PHOTOCHEMISTRY AND PHOTOBIOLOGY}, author={Kee, Hooi Ling and Kirmaier, Christine and Tang, Quin and Diers, James R. and Muthiah, Chinnasamy and Taniguchi, Masahiko and Laha, Joydev K. and Ptaszek, Marcin and Lindsey, Jonathan S. and Bocian, David F. and et al.}, year={2007}, pages={1110–1124} }
 @article{kee_kirmaier_tang_diers_muthiah_taniguchi_laha_ptaszek_lindsey_bocian_et al._2007, title={Effects of substituents on synthetic analogs of chlorophylls. Part 2: Redox properties, optical spectra and electronic structure}, volume={83}, ISSN={["1751-1097"]}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-34548759138&partnerID=MN8TOARS}, DOI={10.1111/j.1751-1097.2007.00151.x}, abstractNote={Abstract}, number={5}, journal={PHOTOCHEMISTRY AND PHOTOBIOLOGY}, publisher={Wiley}, author={Kee, Hooi Ling and Kirmaier, Christine and Tang, Gun and Diers, James R. and Muthiah, Chinnasamy and Taniguchi, Masahiko and Laha, Joydev K. and Ptaszek, Marcin and Lindsey, Jonathan S. and Bocian, David F. and et al.}, year={2007}, pages={1125–1143} }
 @article{laha_muthiah_taniguchi_lindsey_2006, title={A new route for installing the isocyclic ring on chlorins yielding 13(1)-oxophorbines}, volume={71}, ISSN={["0022-3263"]}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-33750454076&partnerID=MN8TOARS}, DOI={10.1021/jo0608265}, abstractNote={A new route to 13(1)-oxophorbines, the parent macrocycle of chlorophylls, begins with the synthesis of a 13-bromochlorin. Pd-mediated coupling of the latter with tributyl(1-ethoxyvinyl)tin and subsequent acidic hydrolysis afforded the 13-acetylchlorin (1). Treatment of 1 with NBS afforded the 15-bromo analogue in 70% yield. Pd-mediated alpha-arylation closed the isocyclic ring to give the 13(1)-oxophorbine (2) in 85% yield. Facile access to 13(1)-oxophorbines should enable a variety of spectroscopic studies and diverse applications.}, number={18}, journal={JOURNAL OF ORGANIC CHEMISTRY}, publisher={American Chemical Society (ACS)}, author={Laha, Joydev K. and Muthiah, Chinnasamy and Taniguchi, Masahiko and Lindsey, Jonathan S.}, year={2006}, month={Sep}, pages={7049–7052} }
 @misc{lindsey_dhanalekshmi_laha_taniguchi_2006, title={Scalable synthesis of dipyrromethanes}, volume={7,022,862}, publisher={Washington, DC: U.S. Patent and Trademark Office}, author={Lindsey, J. S. and Dhanalekshmi, S. and Laha, J. K. and Taniguchi, M.}, year={2006} }
 @article{laha_muthiah_taniguchi_mcdowell_ptaszek_lindsey_2006, title={Synthetic chlorins bearing auxochromes at the 3- and 13-positions}, volume={71}, ISSN={["0022-3263"]}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-33646926396&partnerID=MN8TOARS}, DOI={10.1021/jo060208o}, abstractNote={Synthetic chlorins bearing diverse auxochromes at the 3- and 13-positions of the macrocycle are valuable targets given their resemblance to chlorophylls a and b, which bear 3-vinyl and 13-keto groups. A de novo route has been exploited to construct nine zinc chlorins bearing substituents at the 3- and 13-positions and two benchmark zinc chlorins lacking such substituents. The chlorins are sterically uncongested and bear (1) a geminal dimethyl group in the reduced pyrroline ring, (2) a H, an acetyl, a triisopropylsilylethynyl (TIPS-ethynyl), or a vinyl at the 3-position, (3) a H, an acetyl, or TIPS-ethynyl at the 13-position, and (4) a H or a mesityl at the 10-position. The synthesis of the 13-substituted chlorins relied on p-TsOH x H2O-catalyzed condensation of an 8,9-dibromo-1-formyldipyrromethane (eastern half) and 2,3,4,5-tetrahydro-1,3,3-trimethyldipyrrin (western half), followed by metal-mediated oxidative cyclization, affording the 13-bromochlorin. Similar use of a bromo- or TIPS-ethynyl-substituted western half provided access to 3-substituted chlorins. A 3-bromo, 13-bromo, or 3,13-dibromochlorin was further transformed by Pd-coupling to introduce the vinyl group (via tributylvinyltin), TIPS-ethynyl group (via TIPS-acetylene), or acetyl group (via tributyl(1-ethoxyvinyl)tin, followed by acidic hydrolysis). In the 10-mesityl-substituted zinc chlorins, the series of substituents, 3-vinyl, 13-TIPS-ethynyl, 3-TIPS-ethynyl, 13-acetyl, 3,13-bis(TIPS-ethynyl), 3-TIPS-ethynyl-13-acetyl, or 3,13-diacetyl, progressively causes (1) a redshift in the absorption maximum of the B band (405-436 nm) and the Q(y) band (606-662 nm), (2) a relative increase in the intensity of the Q(y) band (I(B)/I(Q) = 4.2-1.5), and (3) an increase in the fluorescence quantum yield phi(f) (0.059-0.29). The 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. Taken together, this study provides access to finely tuned chlorins for spectroscopic studies and diverse applications.}, number={11}, journal={JOURNAL OF ORGANIC CHEMISTRY}, publisher={American Chemical Society (ACS)}, author={Laha, Joydev K. and Muthiah, Chinnasamy and Taniguchi, Masahiko and McDowell, Brian E. and Ptaszek, Marcin and Lindsey, Jonathan S.}, year={2006}, month={May}, pages={4092–4102} }
 @article{carcel_laha_loewe_thamyongkit_schweikart_misra_bocian_lindsey_2004, title={Porphyrin architectures tailored for studies of molecular information storage}, volume={69}, ISSN={["0022-3263"]}, DOI={10.1021/jo0498260}, abstractNote={A molecular approach to information storage employs redox-active molecules tethered to an electroactive surface. Zinc porphyrins tethered to Au(111) or Si(100) provide a benchmark for studies of information storage. Three sets of porphyrins have been synthesized for studies of the interplay of molecular design and charge-storage properties: (1) A set of porphyrins is described for probing the effect of surface attachment atom on electron-transfer kinetics. Each porphyrin bears a meso-CH2X group for surface attachment where X = OH, SAc, or SeAc. (2) A set of porphyrins is described for studying the effect of surface-charge density in monolayers. Each porphyrin bears a benzyl alcohol for surface attachment and three nonlinking meso substituents of a controlled degree of bulkiness. (3) A set of porphyrins is described that enables investigation of on-chip patterning of the electrolyte. Each porphyrin bears a formyl group distal to the surface attachment group for subsequent derivatization with a molecular entity that comprises the electrolyte. Taken together, this collection of molecules enables a variety of studies to elucidate design issues in molecular-based information storage.}, number={20}, journal={JOURNAL OF ORGANIC CHEMISTRY}, author={Carcel, CM and Laha, JK and Loewe, RS and Thamyongkit, P and Schweikart, KH and Misra, V and Bocian, DF and Lindsey, JS}, year={2004}, month={Oct}, pages={6739–6750} }
 @article{laha_dhanalekshmi_taniguchi_ambroise_lindsey_2003, title={A scalable synthesis of meso-substituted dipyrromethanes}, volume={7}, ISSN={["1520-586X"]}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-0346735296&partnerID=MN8TOARS}, DOI={10.1021/op034083q}, abstractNote={A one-flask synthesis of meso-substituted dipyrromethanes has been refined. The procedure entails reaction of an aldehyde in 100 equiv of pyrrole as the solvent containing a mild Lewis acid (e.g., InCl3) at room temperature. Following removal and recovery of excess pyrrole, the dipyrromethane is obtained by crystallization. The procedure generates minimal waste and does not require aqueous/organic extraction, chromatography, or distillation. The procedure has been scaled linearly to obtain >100 g of 5-phenyldipyrromethane. The utility of various analytical methods for characterizing dipyrromethanes has been investigated.}, number={6}, journal={ORGANIC PROCESS RESEARCH & DEVELOPMENT}, publisher={American Chemical Society (ACS)}, author={Laha, JK and Dhanalekshmi, S and Taniguchi, M and Ambroise, A and Lindsey, JS}, year={2003}, pages={799–812} }