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Steric and Electronic Effects Influencing beta-Aryl Elimination in the Pd-catalyzed Carbon-Carbon Single Bond Activation of Triarylmethanols

  作者 BOUR JAMES R; GREEN JACOB C; WINTON VALERIE J; JOHNSON JEFFREY B  
  选自 期刊  Journal of Organic Chemistry;  卷期  2013年78-4;  页码  1665-1669  
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[摘要]An analysis of the palladium-catalyzed activation of carbon-carbon single bonds within triarylmethanols has led to a greater understanding of factors influencing the beta-aryl elimination process responsible for C-C bond cleavage. A series of competition reactions were utilized to determine that beta-aryl elimination of aryl substituents containing ortho-substitution proceeds with significant preference to unsubstituted phenyl rings. Further experiments indicate that substrates containing either strongly donating or withdrawing substituents are cleaved from triarylmethanols more readily than relatively neutral species.

 
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