Synthesis and Spectral Properties of Nickel Complexes with Low-Symmetry Phenoxy- and Phenylsulfanyl-Substituted and 1,4-Naphthoquinone-Annulated Phthalocyanines

Abstract

Cross-coupling of 4,5-diphenoxyphthalonitrile or 4,5-bis(phenylsulfanyl)phthalonitrile (component A) with imide of anthraquinone-2,3-dicarboxylic acid (component B) in the presence of urea, nickel acetate, ammonium chloride, and molybdate has afforded metal complexes of the corresponding low-symmetry phthalocyanines of the A₃B, AABB, and ABAB type. Investigation of their spectral properties has shown that the complexes are associated in chloroform, the type of association depending on the dipole moment of the molecule.