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Synthesis 1986; 1986(5): 406-409
DOI: 10.1055/s-1986-31654
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Selective Synthesis of Binuclear and Trinuclear Phthalocyanines Covalently Linked by a One Atom Oxygen Bridge

Shafrira Greenberg* , Sebastian M. Marcuccio, Clifford C. Leznoff, Kenneth B. Tomer
  • *Department of Chemistry, York University, North York, Ontario, Canada, M3J 1P3
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Publication Date:
27 September 2002 (online)

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The diiminoisoindolines obtained from 4-neopentoxyphthalonitrile and bis[3, 4-dicyanophenyl] ether gave, in a mixed condensation reaction, binuclear and trinuclear phthalocyanines covalently linked by one atom oxy bridges with the dimer predominating. The underivatized 4-neopentoxyphthalonitrile condensed with the diiminoisoindoline of bis[3,4-dicyanophenyl] ether in a cross reaction to give the same dimer and trimeric phthalocyanines but the trimer predominated in this reaction. A cobalt derivative of bis-2-[19,16,23-trineopentoxyphthalocyaninyl] ether, the binuclear phthalocyanine, was prepared. All phthalocyanines exhibited parent ions in their fast atom bombardment mass spectra.