A one-step synthesis of a poly(iptycene) through an unusual Diels-Alder cyclization/dechlorination of tetrachloropentacene

被引:73
作者
Perepichka, DF [1 ]
Bendikov, M [1 ]
Meng, H [1 ]
Wudl, F [1 ]
机构
[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
关键词
D O I
10.1021/ja036193i
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We have discovered the first reaction of a substituted pentacene molecule as a dienophile. A surprisingly clean Diels-Alder self-coupling of Cl4Pn leads to a novel ladder polymer, poly(iptycene), which can be converted to a conducting carbon at relatively low temperature (600-900 °C). Theoretical calculations of the former reaction suggest a biradical asymmetric mechanism, despite highly symmetric reactants. Copyright © 2003 American Chemical Society.
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页码:10190 / 10191
页数:2
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