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

HIROAKI ISAGO

Department of Chemistry, York University, North York (Toronto), ON M3J 1P3, Canada

A visiting scholar from the National Research Institute for Metals, 1-2-1, Sengen, Tsukuba, Ibaraki 305 Japan.

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DMITRI S. TEREKHOV

Department of Chemistry, York University, North York (Toronto), ON M3J 1P3, Canada

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, and

CLIFFORD C. LEZNOFF

Department of Chemistry, York University, North York (Toronto), ON M3J 1P3, Canada

Corresponding author.

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https://doi.org/10.1002/(SICI)1099-1409(199704)1:2<135::AID-JPP16>3.0.CO;2-RCited by:31 (Source: Crossref)

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.

This paper is dedicated to Prof. Dr. Michael Hanack on the occasion of his 65th birthday

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