Nickel(II)-promoted rearrangements of some N-substituted porphyrins

Abstract

Nickel(II)-promoted rearrangement of an (N-methoxycarbonylmethyl)-substituted porphyrin (1) affords the nickel(II)meso-methoxycarbonylmethylporphyrins, (3) and (4), produced by intramolecular migration of the N-substituent to carbon; when the pyrrole subunit containing the N-substituent also possesses a β-methoxycarbonylmethyl group, [e.g. compound (5)] a good yield of a nickel(II) chlorin (7) is obtained.