Catalysis of aerobic C–C bond cleavage of 1,2-bis(4-methoxyphenyl)ethane-1,2-diol by meso-tetraphenylporphyrinatoiron(III). A model system for cytochrome P-450scc-dependent glycol cleavage

Abstract

Catalytic cleavage of 1,2-bis(4-methoxyphenyl)ethane-1,2-diol (1a) by chloro(meso-tetraphenylporphyrinato)iron(III) in the presence of N-benzyl-3-carbamoyl-1,4-dihydropyridine under molecular oxygen at room temperature yielded exclusively 4-methoxybenzaldehyde, reproducing most features of the C–C bond cleavage of a venial diol catalysed by cytochrome P-450_scc.