B(C6F5)3-Catalyzed transfer 1,4-hydrostannylation of α,β-unsaturated carbonyls using iPr-tricarbastannatrane

被引：9

作者：

Fillion, Eric ^{[1
]}

Kavoosi, Azadeh ^{[1
]}

Nguyen, Kevin ^{[1
]}

Ieritano, Christian ^{[1
]}

机构：

[1] Univ Waterloo, Dept Chem, 200 Univ Ave W, Waterloo, ON N2L 3G1, Canada

来源：

CHEMICAL COMMUNICATIONS | 2016年 / 52卷 / 87期

基金：

加拿大自然科学与工程研究理事会;

关键词：

FRUSTRATED LEWIS PAIRS; FREE CATALYTIC-HYDROGENATION; METAL-FREE HYDROGENATION; SILYL ENOL ETHERS; ACTIVATION; DIHYDROGEN; MECHANISM; HYDROSILYLATION; SUBSTITUTION; STANNATRANE;

D O I：

10.1039/c6cc07819b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Tris(pentafluorophenyl) borane, B(C6F5)(3), has been found to be an effective catalyst to access the hydridoborate anion, [N(CH2CH2CH2)(3)Sn][HB(C6F5)(3)], via hydride abstraction from the hypercoordinated tin reagent, iPr-tricarbastannatrane. This process has been applied to the B(C6F5)(3)-catalyzed transfer 1,4-hydrostannylation of electron-deficient olefins, namely benzylidene barbituric acids. Insights into the mechanism have been obtained via a series of H-1, H-2, B-11, C-13, and Sn-119 NMR spectroscopy, mass spectrometry, and labeling experiments.

引用

页码：12813 / 12816

页数：4

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