Olefin-Borane "van der Waals Complexes": Intermediates in Frustrated Lewis Pair Addition Reactions

被引：94
|
作者：
Zhao, Xiaoxi [1 ]
Stephan, Douglas W. [1 ]
机构：
[1] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2011年 / 133卷 / 32期
基金：
加拿大自然科学与工程研究理事会;
关键词：
FREE CATALYTIC-HYDROGENATION; SPECTROSCOPIC CHARACTERIZATION; DENSITY FUNCTIONALS; DYNAMIC PROPERTIES; METAL; MODELS; REACTIVITY; CHEMISTRY; MECHANISM; KINETICS;
D O I：
10.1021/ja205598k
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The nature of the borane-olefin interactions that take place prior to frustrated Lewis pair addition reactions has been probed employing a Lewis acidic borane tethered to a vinyl group through an alkyl chain. H-1{F-19} HOESY spectral data obtained at -50 degrees C demonstrated the spatial proximity of the boryl and vinyl groups and computational data support the initial formation of a van der Waals borane-olefin complex. Such species serve as intermediates undergoing facile addition reactions with phosphine bases to afford cyclic zwitterionic products.
引用
收藏
页码：12448 / 12450
页数：3
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