Selenium catalysed oxidations with aqueous hydrogen peroxide. Part I: epoxidation reactions in homogeneous solution
- 10 January 2001
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 3,p. 224-228
- https://doi.org/10.1039/b008198l
Abstract
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.Keywords
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