Ladder oligo(p-phenylenevinylene)s with silicon and carbon bridges

被引:118
作者
Xu, CH
Wakamiya, A
Yamaguchi, S [1 ]
机构
[1] Nagoya Univ, Dept Chem, Grad Sch Sci, Nagoya, Aichi 4648602, Japan
[2] Japan Sci & Technol Agcy, PRESTO, JST, Nagoya, Aichi 4648602, Japan
关键词
D O I
10.1021/ja042964m
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A general and versatile synthetic method for ladder oligo(p-phenylenevinylene)s (LOPVs) and related π-electron systems, having annelated π-conjugated structures with silicon and carbon bridges, has been developed on the basis of the combination of two cyclization reactions, i.e. the intramolecular reductive cyclization of (o-silylphenyl)acetylene derivatives and the Friedel-Crafts-type cyclization. This methodology allows us to synthesize a homologous series of the ladder molecules up to a 13-ring-fused system. The crystal structural analysis of the longest 13-ring-fused LOPV proves its nearly flat π-conjugated framework with a length of ca. 2.9 nm. All the produced ladder π-electron systems show intense fluorescence in the visible region with high quantum yields as well as relatively small Stokes shifts. Copyright © 2005 American Chemical Society.
引用
收藏
页码:1638 / 1639
页数:2
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