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A Serendipitous C-C Bond Formation Reaction between Michael Donors and Diiminoquinoid Ring Assisted by Quaternary Ammonium Fluoride

  作者 PAIKE VIJAYKUMAR V; BALAKUMAR R; CHEN HSINYU; SHIH HONGPIN; HAN CHIENCHUNG  
  选自 期刊  Organic Letters;  卷期  2009年11-24;  页码  5586-5589  
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[摘要]An efficient C-C bond formation reaction assisted by a fluoride ion has been identified for N,N'-diphenyl-1,4-phenylenediimine with the compounds having an active methylene group. The reaction follows the typical Michael addition fashion and proceeds to completion within 1 h at 70 degrees C in acetonitrile in the presence of tetrabutylammonium fluoride (TBAF), while the same reaction failed to proceed in the absence of a fluoride anion. The new finding reported herein also offers an unprecedented method for a direct functionalization of polyaniline backbone with versatile functional alkyl groups.

 
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