Reaction of (octaethylporphyrinato)cobalt complexes with diazoacetaldehyde. N-(formylmethyl)- and N-(2-hydroxyethyl)porphyrins

Article abstract of DOI:10.1021/om00081a018

Reaction of divalent and trivalent cobalt complexes of octaethylporphyrin (OEP·H₂) with diazoacetaldehyde gave N,Co-(formylmethylene)OEPCo^IIIX (X = Cl^-, OAc^-, ClO₄^-) which were reduced electrochemically to afford N-(formylmethyl)OEP·H; N-(2,2-dimethoxyethyl)OEP·H and N,N′-(1,2-vinylidene)OEP were obtained from N-(formylmethyl)OEP·H under acidic conditions. NaBH₄ reduction of N-(formylmethyl)OEP·H gave N-(2-hydroxyethyl)OEP·H. These N-alkylporphyrins provide a firm basis for the characterization of some suicide metabolites of cytochrome P-450.