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The syntheses and characterization of metal-free and metalcontaining (Zn and Ni) derivatives of a symmetrically octasubstituted phthalocyanine derived from 4,5:12,13-bis(4Ј-tert-butylbenzo) -8,9-(4ЈЈ,5ЈЈ-dicyanobenzo)-6,11-ditosyl-6,11-diaza-2,15-dithiacyclohexadeca-4,8,12-triene and CuPc from 4,5:12,13-bis(4Ј-tert-butylbenzo)-8,9-(4ЈЈ,5ЈЈ-dibromobenzo)-6,11-ditosyl-6,11-diaza-2,15-dithiacyclohexadeca-4,8,12-triene were carried out. Pentanuclear silver(I) and palladium(II) complexes have also been prepared from nickel(II) phthalocyaninate derivatives. The prepared phthalocyanines were semiconducting materials in the range of 10 -5 to