Structures and properties of hemiquinone-substituted oxoporphyrinogens

Abstract

The structure and physical properties of a series of N-substituted, hemiquinone-substituted oxoporphyrinogens is presented and discussed. Structures of the compounds are dictated by the nature of the substituent, with the substitution pattern being in turn dictated by regioselectivity of N-alkylation. X-ray crystallography and other aggregation properties of the compounds are discussed. Redox reactions are also strongly influenced by N-substitution and substituent identity. Also presented are properties related to guest binding and photophysical properties of oligochromophoric host-guest complexes, involving oxoporphyrinogen, N-substituted with porphyrins and appropriately substituted fullerene guest electron acceptors.