Selenium catalysed oxidations with aqueous hydrogen peroxide. Part I: epoxidation reactions in homogeneous solution

被引:92
作者
ten Brink, GJ [1 ]
Fernandes, BCM [1 ]
van Vliet, MCA [1 ]
Arends, IWCE [1 ]
Sheldon, RA [1 ]
机构
[1] Delft Univ Technol, Organ Chem & Catalysis Lab, NL-2628 BL Delft, Netherlands
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2001年 / 03期
关键词
D O I
10.1039/b008198l
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several diselenides were synthesised and tested for catalytic activity in epoxidation reactions with aqueous hydrogen peroxide. Bis[3,5-bis(trifluoromethyl)phenyl] diselenide forms the corresponding 3,5-bis(trifluoromethyl)benzene seleninic acid (L. Syper and J. Mlochowski, Tetrahedron, 1987, 43, 207.) in situ, which is a highly reactive and selective catalyst for the epoxidation of olefins in 2,2,2-trifluoroethanol. This is the first selenium compound that effectively (substrate to catalyst molar ratio s/c=200) catalyses the formation of sensitive epoxides in nearly quantitative yields.
引用
收藏
页码:224 / 228
页数:5
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