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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.

Convenient and accessible synthetic methods for planar and clamshell-type binuclear phthalocyanines including Ln(III) complexes (Ln = Dy, Yb, Lu) were developed. Compounds obtained were shown to be promising building blocks for the preparation of nanosized polynuclear phthalocyanines.