Electrophilic phenoxy-substituted phosphonium cations

被引:24
|
作者
LaFortune, James H. W. [1 ]
Johnstone, Timothy C. [1 ]
Perez, Manuel [1 ]
Winkelhaus, Daniel [1 ]
Podgorny, Vitali [1 ]
Stephan, Douglas W. [1 ]
机构
[1] Univ Toronto, Dept Chem, 80 St George St, Toronto, ON M5S 3H6, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
LEWIS ACIDITY; HYDROGEN ACTIVATION; CATALYSIS; SALTS; HYDROSILYLATION; KETONES;
D O I
10.1039/c6dt03544b
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A family of electrophilic phenoxy-substituted phosphonium salts [(RO) P(C6F5)(3)][B(C6F5)(4)] (R = C6H5, 4-FC6H4, 2,4-F2C6H3, C6F5) have been synthesized and their air stability was evaluated. Computations of the fluoride ion affinity and global electrophilicity index have been used to compare the electrophilicity of these phosphonium salts. The Lewis acidity of these phosphonium salts was probed computationally and experimentally in a Friedel-Crafts-type dimerization, hydrodefluorination, hydrosilylation, hydrodeoxygenation, and dehydrocoupling reactions.
引用
收藏
页码:18156 / 18162
页数:7
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