One-Electron Reduction of N21,N22-Bridged Porphyrin Hydroperchlorate to a Stable Phlorin Radical by 1-Benzyl-1,4-Dihydronicotinamide

Abstract

Abstract N21,N22-(1,2-Diphenyletheno)-bridged octaethylporphyrin hydroperchlorate underwent one-electron reduction to give a thermally stable phlorin radical when treated with 1-benzyl-1,4-dihydronicotinamide (BNAH). BNAH reduced, in the presence of acid, the same porphyrin to a two-electron reduced product, N21,N22-(1,2-diphenyletheno)octaethyl-15H-phlorin, in contrast to the NaBH4-reduction to N21,N22-(1,2-diphenyletheno)octaethyl-5H-phlorin.