Synthesis and characterization of new copperphthalocyanine carrying mixed donor macrocyclic moieties

Abstract

The new phthalocyanine peripherally substituted with a twelve-membered dioxadiaza macrocycle was synthesized by cyclotetramerization of 1,2-bis(2-{4'-[(4'-methylphenyl)-sulphonyl]-1', 7'-dioxa-4',10'-diazacyclododecane})-4,5-dicyanobenzene (4) which was obtained from 1,2-bis(2-{4'-[(4'-methylphenyl)sulphonyl]- 1',7'-dioxa-4',10'-diazacyclododecane})-4, 5-dibromobenzene (3). Metallophthalocyanine was also prepared by the reaction of the dicyano-substituted macrocycle in the presence of anhydrous CuCN. The new compounds were characterized by a combination of elemental analysis, 1H and 13CNMR, IR, electronic and mass spectroscopies. © 2006 Taylor & Francis.