Phthalocyanine as a redox-active platform for organometallic chemistry

Abstract

A systematic approach to the synthesis of σ-organometallophthalocyanines is described. Structurally characterized σ-organoPcM complexes are presented, including the first PcCr–aryl, PcCr–alkynyl, and PcCr–Wittig complexes – representing the first examples of these classes of complexes for any metallophthalocyanine – and the first PcCr–alkyl complexes, which span three chromium and two Pc-ring oxidation states. This represents a rational marriage of the broad organometallic and phthalocyanine fields, opening the door for the exploration of this classical, stable, redox-active macrocycle as an ancillary ligand in metal–carbon chemistry.