Palladium-Catalyzed C−H Homocoupling of Bromothiophene Derivatives and Synthetic Application to Well-Defined Oligothiophenes
Synthesis of oligothiophenes of well-defined structures that possess 2−8 thiophene units is performed with a new synthetic strategy involving C−H homocoupling of bromothiophenes and cross-coupling with organostannanes. Tolerance of the carbon−bromine bond to the palladium-catalyzed C−H homocoupling...
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Veröffentlicht in: | Journal of the American Chemical Society 2006-08, Vol.128 (33), p.10930-10933 |
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container_issue | 33 |
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container_title | Journal of the American Chemical Society |
container_volume | 128 |
creator | Takahashi, Masabumi Masui, Kentaro Sekiguchi, Hiroki Kobayashi, Nobuhiko Mori, Atsunori Funahashi, Masahiro Tamaoki, Nobuyuki |
description | Synthesis of oligothiophenes of well-defined structures that possess 2−8 thiophene units is performed with a new synthetic strategy involving C−H homocoupling of bromothiophenes and cross-coupling with organostannanes. Tolerance of the carbon−bromine bond to the palladium-catalyzed C−H homocoupling results in oligothiophenes bearing C−Br bonds at the terminal thiophene rings, which allow further transformation by the catalysis of a transition-metal complex. |
doi_str_mv | 10.1021/ja060749v |
format | Article |
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Am. Chem. Soc</addtitle><date>2006-08-23</date><risdate>2006</risdate><volume>128</volume><issue>33</issue><spage>10930</spage><epage>10933</epage><pages>10930-10933</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><coden>JACSAT</coden><abstract>Synthesis of oligothiophenes of well-defined structures that possess 2−8 thiophene units is performed with a new synthetic strategy involving C−H homocoupling of bromothiophenes and cross-coupling with organostannanes. Tolerance of the carbon−bromine bond to the palladium-catalyzed C−H homocoupling results in oligothiophenes bearing C−Br bonds at the terminal thiophene rings, which allow further transformation by the catalysis of a transition-metal complex.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>16910689</pmid><doi>10.1021/ja060749v</doi><tpages>4</tpages></addata></record> |
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subjects | Chemistry Exact sciences and technology General and physical chemistry Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Organic chemistry Preparations and properties |
title | Palladium-Catalyzed C−H Homocoupling of Bromothiophene Derivatives and Synthetic Application to Well-Defined Oligothiophenes |
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