Pyridinium-phosphonium dications: highly electrophilic phosphorus-based Lewis acid catalysts

被引:32
作者
Bayne, Julia M. [1 ]
Holthausen, Michael H. [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
FREE HYDROGEN ACTIVATION; ORGANOFLUOROPHOSPHONIUM SALTS; FLUOROPHOSPHONIUM CATIONS; OLEFINS; HYDROSILYLATION; PAIRS;
D O I
10.1039/c5dt03796d
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Using commercially available 2-pyridyldiphenylphosphine (o-NC5H4)PPh2, a family of electrophilic phosphonium cations [(o-NC5H4)PFPh2](+) (2) and dications [(o-MeNC5H4)PRPh2](2+) (R = F (4); Me (5)) were prepared. The Lewis acidity of these pyridinium-phosphonium dications was probed in Friedel-Crafts dimerization, hydrodefluorination, hydrosilylation, dehydrocoupling and hydrodeoxygenation reactions. The influence of the counterion on the catalytic activity of the electrophilic phosphonium cations is also discussed.
引用
收藏
页码:5949 / 5957
页数:9
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