title: Tunable meso-tetraphenyl-alkyloxazolo-chlorins and -bacteriochlorins.
abstract: Alkyl-Grignard addition to meso-tetraphenylporpholactone generates monoalkyl- and gem-bis-alkyloxazolochlorins. Together with compounds made by further synthetic manipulations of these derivatives, a series of chlorin-type chromophores with modulated optical properties is generated. Furthermore, their OsO(4)-mediated dihydroxylations and subsequent functional group transformations generate a family of bacteriochlorins that possess substituent-dependent optical properties. Thus, the formal replacement of a pyrrolidine moiety in chlorins and bacteriochlorins by variously substituted oxazoles is a flexible methodology to generate novel and stable chromophores that are tunable over a considerable range of the optical spectrum.
authors: Department of Chemistry, University of Connecticut, Storrs, Connecticut 06269-3060, United States.
authors: Junichi
authors: J
authors: Ogikubo
authors: Christian
authors: C
authors: Brückner
mesh_terms: D000478:Alkylation; D015394:Molecular Structure; D010080:Oxazoles / Q000737:chemistry*; D011166:Porphyrins / Q000737:chemistry*
chemical_list: D010080:Oxazoles; D011166:Porphyrins; C452433:bacteriochlorin; C006969:chlorin