Synthesis and electrochemistry of linear and cofacial conjugated binuclear phthalocyanines covalently linked by alkyne and alkene bridges

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Abstract
Semihydrogenation of 1,2-bis(3,4-dicyanophenyl)ethyne gave cis-1,2-bis(3,4-dicyanophenyl)ethene. From these precursors, binuclear phthalocyanines were produced containing linear binuclear phthalocyanines having an ethyne bridge and a mixture of cis and trans isomers of binuclear phthalocyanines linked by an ethene bridge. The cis and trans isomers could be separated and differentiated by gel permeation chromatography as the very extended trans isomer elutes faster than the cofacial globular cis isomer. Strong coupling between the conjugated binuclear phthalocyanine was not observed when examined by cyclic voltammetry. Key words: phthalocyanines, cofacial, binuclear, cyclic voltammetry.

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