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Unsymmetrical Pyrene‐Fused Phthalocyanine Derivatives: Synthesis, Structure, and Properties
Author(s) -
Pan Houhe,
Chen Chao,
Wang Kang,
Li Wenjun,
Jiang Jianzhuang
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201405917
Subject(s) - pyrene , phthalocyanine , chemistry , moiety , derivative (finance) , zinc , crystal structure , benzene , electrochemistry , photochemistry , medicinal chemistry , inorganic chemistry , crystallography , organic chemistry , electrode , financial economics , economics
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)(OC 8 H 9 ) 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 (OC 8 H 9 ) 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.