Unprecedented Negishi Coupling at C-Br in the Presence of a Stannyl Group as a Convenient Approach to Pyridinylstannanes and Their Application in Liquid Crystal Synthesis

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• 作者：Yulia A. Getmanenko ; Robert J. Twieg
• 刊名：Journal of Organic Chemistry
• 出版年：2008
• 出版时间：February 1, 2008
• 年：2008
• 卷：73
• 期：3
• 页码：830 - 839
• 全文大小：1090K
• 年卷期：v.73,no.3(February 1, 2008)
• ISSN：1520-6904

文摘

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The 2-bromo-5(or 6)-tri-n-butylstannylpyridines, prepared from dibromopyridines and i-PrMgCl at roomtemperature, undergo Negishi coupling with either alkyl or arylzinc chlorides. The new alkyl- and aryl-substituted pyridylstannanes produced are shown to be suitable for further functionalization by Stillecoupling. A group of new liquid crystalline materials with aromatic cores comprised of pyridine andthiophene rings were prepared utilizing these new pyridinylstannanes as key intermediates.