Gold-catalyzed oxidative coupling of arylsilanes and arenes: origin of selectivity and improved precatalyst

…, GC Lloyd-Jones, CA Russell

Index: Ball, Liam T.; Lloyd-Jones, Guy C.; Russell, Christopher A. Journal of the American Chemical Society, 2014 , vol. 136, # 1 p. 254 - 264

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Citation Number: 56

Abstract

The mechanism of gold-catalyzed coupling of arenes with aryltrimethylsilanes has been investigated, employing an improved precatalyst (thtAuBr3) to facilitate kinetic analysis. In combination with linear free-energy relationships, kinetic isotope effects, and stoichiometric experiments, the data support a mechanism involving an Au (I)/Au (III) redox cycle in which sequential electrophilic aromatic substitution of the arylsilane and the arene by Au (III) ...

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