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Published on: October 10, 2013
Polyfluorinated quaternary ammonium salts of polyoxometalate anions: fluorous biphasic oxidation catalysis with and
Galia Maayan1, Richard H Fish, Ronny Neumann
1Department of Organic Chemistry, Weizmann Institute of Science, Rehovot, Israel 76100.
Abstract:
[reaction: see text] Polyfluorinated quaternary ammonium cations, [CF(3)(CF(2))(7)(CH(2))(3)](3)CH(3)N(+) (R(F)N(+)), were synthesized and used as countercations for the [WZnM(2)(H(2)O)(2)(ZnW(9)O(34))(2)](12)(-) (M = Mn(II), Zn(II)) polyoxometalate. The (R(F)N(+))(12)[WZnM(2)(H(2)O)(2)(ZnW(9)O(34))(2)] compounds were fluorous biphasic catalysts for alcohol and alkenol oxidation, and alkene epoxidation with aqueous hydrogen peroxide. Reaction protocols with or without a fluorous solvent were tested. The catalytic activity and selectivity was affected by both the hydrophobicity of the solvent and the substrate.
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