Journal
RUSSIAN CHEMICAL BULLETIN
Volume 54, Issue 8, Pages 1847-1854Publisher
CONSULTANTS BUREAU/SPRINGER
DOI: 10.1007/s11172-006-0047-z
Keywords
phase-transfer catalysis; peroxopolyoxotungstates; oxidation; cycloalkenes; alcohols; unsaturated fatty acids; carboxylic acids
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The present study considered the influence of various factors oil the catalytic activity of systems based on a combination of tetrakis(oxodiperoxotungsto)pliosphate(3-) with quaternary ammonium cations, for example, with methyltri-n-octylammonium [Me(n-C8H17)(3)N](+). The catalysts were tested in oxidation of cycloolefins (cyclohexene and cyclooctene), alcohols (octan-1-ol and phenylmethanol), and unsaturated fatty acids (cis-9-octadecenoic and 12-hydroxy-9Z-octadecenoic acids) with a 30% hydrogen peroxide solution. These reactions proceed under mild conditions (atmospheric pressure, 80-90 degrees C) to give carboxylic acids. The catalytic systems were characterized by vibrational (IR and Raman) spectroscopy. The state of the systems formed from various precursors, viz., polyoxometallates and phase-transfer catalysts, was studied. It was demonstrated for the first time that the structure formation of peroxo complexes depends on the nature of the halide anion of the quaternary ammonium salt used. The melting points of individual catalytic complexes were determined. The optimal conditions for oxidation were found.
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