Unsymmetrical Pyrene-Fused Phthalocyanine Derivatives: Synthesis, Structure, and Properties.

Novel pyrene-fused unsymmetrical phthalocyanine derivatives 2,3,9,10,16,17-hexakis(2,6-dimethylphenoxy)-22,25-diaza(2,7-di- tert-butylpyrene)[4,5]phthalocyaninato zinc complex Zn[Pc(Pz-pyrene)(OC8H9)6] ( 1) and 2,3,9,10-tra(2,6-dimethylphenoxy)-15,18,22,25-traza(2,7-di- tert-butylpyrene)[4,5]phthalocyaninato zinc compound Zn[Pc(Pz-pyrene)2(OC8H9)4] ( 2) were isolated for the first time. These unsymmetrical pyrene-fused phthalocyanine derivatives have been characterized by a wide range of spectroscopic and electrochemical methods. In particular, the pyrene-fused phthalocyanine structure was unambiguously revealed on the basis of single crystal X-ray diffraction analysis of 1, representing the first structurally characterized phthalocyanine derivative fused with an aromatic moiety larger than benzene. [ABSTRACT FROM AUTHOR]