The synthesis and characterization of novel metal-free and metallophthalocyanines bearing eight 16-membered macrocycles

Abstract Novel metal-free and metal-containing (Zn, Ni, Cu) derivatives bearing eight 16-membered tetrathiamonoaza macrocycles in peripheral positions were synthesized and characterized by a combination of elemental analysis, UV–vis, FT-IR, NMR and MS spectral data. The metal-free phthalocyanine was synthesized by two different routes namely from 4,5-bis{[2-(1,4,10,13-tetrathia-7-azacyclohexadecan-7-yl)ethyl]thio}phthalonitrile and from 5,6-bis{[2-(1,4,10,13-tetrathia-7-azacyclohexadecan-7-yl)ethyl]thio}-1 H -isoindole-1,3(2 H )-diimine.