@article{tran_wang_matsumoto_liu_jing_nalaoh_nguyen_taniguchi_lindsey_2023, title={Bacteriochlorin syntheses - Status, problems, and exploration}, volume={8}, ISSN={["1099-1409"]}, url={https://doi.org/10.1142/S1088424623501171}, DOI={10.1142/S1088424623501171}, abstractNote={ Bacteriochlorins – Nature’s near-infrared (NIR) chromophores – are distinguished by an intense ([Formula: see text] ∼;105 M[Formula: see text]cm[Formula: see text] long-wavelength absorption band in the ∼;700–1000 nm. The development of routes to prepare synthetic, tailorable bacteriochlorins holds promise for multiple disciplines where NIR-light-promoted photoactivity is of interest. A de novo route to bacteriochlorins equipped with a stabilizing gem-dimethyl group in each pyrroline ring was discovered in 2003. Continued development in this arena over 20 years has led to additional routes as well as methods to install substituents at selected positions about the perimeter of the macrocycle. The present paper reports studies that highlight substantial limitations of existing synthetic routes, including stymied access to multi-bacteriochlorin arrays and the inability to install (in a rational way) distinct groups at opposite sides of the macrocycle. The origins of the limitations are traced to particular stages of the chemistry ranging from derivatizing pyrroles, creating pyrrolines, constructing and elaborating dihydrodipyrrins, coupling dihydrodipyrrins, and forming macrocycles. Through exploration of a dozen aspects of bacteriochlorin syntheses, 60 new compounds (and nine known compounds via improved syntheses) have been prepared and characterized; the data include 20 single-crystal X-ray diffraction analyses. The research taken together points to areas of focus to fulfill the promise of this fascinating class of compounds. }, journal={JOURNAL OF PORPHYRINS AND PHTHALOCYANINES}, author={Tran, Vy-Phuong and Wang, Pengzhi and Matsumoto, Nobuyuki and Liu, Sijia and Jing, Haoyu and Nalaoh, Phattananawee and Nguyen, Khiem Chau and Taniguchi, Masahiko and Lindsey, Jonathan S.}, year={2023}, month={Aug} } @article{jing_wang_chen_jiang_vairaprakash_liu_rong_chen_nalaoh_lindsey_2022, title={Synthesis of bacteriochlorins bearing diverse beta-substituents}, volume={3}, ISSN={["1369-9261"]}, DOI={10.1039/d1nj05852e}, abstractNote={Eleven bacteriochlorins have been prepared for surface attachment, bioconjugation, water-solubilization, vibrational studies, and elaboration into multichromophore arrays.}, journal={NEW JOURNAL OF CHEMISTRY}, author={Jing, Haoyu and Wang, Pengzhi and Chen, Boyang and Jiang, Jianbing and Vairaprakash, Pothiappan and Liu, Sijia and Rong, Jie and Chen, Chih-Yuan and Nalaoh, Phattananawee and Lindsey, Jonathan S.}, year={2022}, month={Mar} } @article{liu_rong_liu_lindsey_2021, title={Single-Fluorophore Single-Chain Nanoparticle Undergoes Fluorophore-Driven Assembly with Fluorescence Features Retained in Physiological Milieu}, volume={3}, ISSN={["2637-6105"]}, DOI={10.1021/acsapm.0c01313}, abstractNote={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, ...}, number={4}, journal={ACS APPLIED POLYMER MATERIALS}, author={Liu, Sijia and Rong, Jie and Liu, Rui and Lindsey, Jonathan S.}, year={2021}, month={Apr}, pages={1767–1776} }