Oxidation of benzylsilanes and benzyltins by oxovanadium(V) compound and molecular oxygen

被引:18
作者
Hirao, T [1 ]
Morimoto, C [1 ]
Takada, T [1 ]
Sakurai, H [1 ]
机构
[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
关键词
oxidation; oxovanadium; benzylsilane; benzyltin; molecular oxygen;
D O I
10.1016/S0040-4020(01)00352-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Benzylsilane and benzyltin compounds were oxidized by oxovanadium(V) compound under an oxygen atmosphere to afford the corresponding aromatic aldehydes (ketones) and/or carboxylic acids. In the reaction of benzyltins, oxovanadium(V) compound can be reduced to 0.5 molar amounts. The reaction of benzylsilanes is considered to proceed via electron-transfer process. On the other hand, benzyltins may undergo transmetallation to generate benzylvanadium species, which are directly transferred to the carbonyl compounds via non-radical process. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5073 / 5079
页数:7
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