A Selenium Catalyzed Epoxidation in Perfluorinated Solvents with Hydrogen Peroxide

Bodo Betzemeier; Frédéric Lhermitte; Paul Knochel

doi:10.1055/s-1999-2630

Synlett 1999; 1999(4): 489-491
DOI: 10.1055/s-1999-2630

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A Selenium Catalyzed Epoxidation in Perfluorinated Solvents with Hydrogen Peroxide

Bodo Betzemeier^* , Frédéric Lhermitte, Paul Knochel

^*Fachbereich Chemie der Philipps-Universität Marburg, Hans-Meerwein-Straße, D-35032 Marburg, Germany; Fax Int. +64 21-28 21 89; E-mail: knochel@ps1515.chemie.uni-marburg.de

Abstract

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The readily prepared 2,4-bisperfluorooctylphenyl butylselenide catalyzes the epoxidation of various olefins with hydrogen peroxide in a fluorous biphasic system. The catalyst is selectively soluble in perfluorinated solvents and can easily be recovered simply by phase separation. Furthermore, the catalyst can be reused several times without a decrease of yield and an increase of reaction time.

fluorous biphase system - catalysis - selenium - hydrogen peroxide - epoxidation

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