A catalytic synthesis of thiosilanes and silthianes: Palladium nanoparticle-mediated cross-coupling of silanes with thio phenyl and thio vinyl ethers through selective carbon-sulfur bond activation

被引:48
作者
Chung, MK [1 ]
Schlaf, M [1 ]
机构
[1] Univ Guelph, Dept Chem & Biochem, Guelph Waterloo Ctr Grad Work Chem, Guelph, ON N1G 2W1, Canada
关键词
D O I
10.1021/ja049386u
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Palladium nanoparticles generated in situ from N,N-dimethyl-acetamide (DMA) solutions of PdX2 (X = Cl-, OAc-, OCOCF3-) or Pd-2(dba)(3) by reduction with alkyl silanes R3SiH (R = Me, Et, i-Pr, t-Bu) are selective catalysts for the cross-coupling of the silanes R3SiH with phenyl and vinyl thioethers forming the corresponding thiosilanes and silthianes in high yields and under mild conditions. The method is applicable to phenyl thioglycosides, giving access to thiosilyl glycosides a new class of sugar derivatives.
引用
收藏
页码:7386 / 7392
页数:7
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