Synthesis and NMR Studies of a Single Isomer of an Alkynyl Substituted Binuclear Phthalocyanine

Abstract

By a mixed condensation of 1,3-bis(3″,4″-dicyanophenoxy)-2-ethyl-2-methylpropane with a large amount of 4,5-bis(3,3-dimethyl-1-butynyl)phthalonitrile, 1,3-bis-2″-(9″,10″,16″,17″,23″,24″-hexakis(3″,3″-dimethyl-1″-butynyl)phthalocyaninoxyl)-2-ethyl-2-methylpropane, was synthesized as a binuclear phthalocyanine having a single isomer. NMR studies at various temperatures and concentrations suggested that the interactions between the phthalocyanine macrocycles were dominated by intermolecular aggregation at lower temperatures or high concentrations whereas intramolecular aggregation was predominant at higher temperatures or lower concentrations.