Title of article :
Metal-free carbon–carbon cross-couplings between the ion pairs in sulfonium tetraphenylborates
Author/Authors :
Xu، نويسنده , , Mei-Li and Huang، نويسنده , , Wenhua، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2014
Pages :
3
From page :
4230
To page :
4232
Abstract :
A series of sulfonium tetraphenylborates can be readily prepared by the metathesis of sulfonium halides with sodium tetraphenylborates. After heating at 120–150 °C, the sulfonium tetraphenylborates can smoothly undergo the cross-couplings between the tetraphenylborate anions and the sulfonium cations in the absence of a metal catalyst. For carbonylmethyl-, benzyl-, and allylsulfoniums, the corresponding carbonylmethyl–phenyl, benzyl–phenyl, and allyl–phenyl cross-coupling products can be obtained in 22–76% yields. An interionic electron-transfer mechanism for this cross-coupling reaction is proposed.
Keywords :
Metal-free , Sulfonium tetraphenylborate , Phenylation , cross-coupling , Carbon–carbon bond formation
Journal title :
Tetrahedron Letters
Serial Year :
2014
Journal title :
Tetrahedron Letters
Record number :
1890221
Link To Document :
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