Bis-porphyrin derivatives. Part 1. Reaction of meso-hydroxymethylporphyrinatometal derivatives with acids

Abstract

Treatment of the nickel(II) or copper(II) derivative of octaethyl-meso-hydroxymethylporphyrin with sulphuric acid in dimethyl-formamide or -acetamide gives mainly the meso,meso′-ethylenebis(porphyrinatometal) derivative by reactions involving electron transfer from the metal, In the absence of metal, only disproportionation reactions occur. Vilsmeier formylation of the nickel dimer yields mono- and di-substitution products.