EXPANDED PORPHYRINS BASED ON PYRROLE, PYRIDINE, THIOPHENE AND FURAN

Expanded porphyrin is a term we introduced into the literature in 1988 to describe larger homologues of natural and synthetic tetrapyrrolic macrocycles. These systems have seen application in areas as diverse as anion recognition and transport, self-assembly, liquid-liquid ion extraction, photodynamic therapy, and anticancer drug development. In this lecture, particular emphasis will be placed on systems that support unexpected electronic configurations, including unusual [4n +1] π-electron semi-aromatic peripheries, and new compounds that may provide experimental support for the long-sought, but hitherto elusive concept of 3-dimensional aromaticity. Several lead references are provided below.

This work has benefited from support from the U.S. National Science Foundation, The National Institutes of Health, the Cancer Research and Prevention Institute of Texas, as well as the Robert A. Welch Foundation and the Korean World Class University program. Productive collaborations with a number of groups, including those of Profs. Dongho Kim, Shunichi Fukuzumi, T.K Chandrashekar, Christophe Bucher, Dirk Guldi, Pradeepta Panda, Changhee Lee, Jan Jeppesen, Masatoshi Ishida, Eric Anslyn, and Tomas Torres, are also gratefully acknowledged.

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