Journal
TETRAHEDRON LETTERS
Volume 49, Issue 47, Pages 6693-6697Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.09.058
Keywords
Alkanes; Catalysis; Hydrogen peroxide; Aluminium salts; Oxygenation
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The first example of alkane oxygenation with hydrogen peroxide catalyzed by a non-transition metal derivative (aluminium) is reported. Heating (70 degrees C) a solution of an alkane, RH, hydrogen peroxide (70% aqueous) and a catalytic amount of Al(NO3)(3)center dot 9H(2)O in air for a few hours afforded the corresponding alkyl hydroperoxide, ROOH. With cyclooctane, the hydroperoxide yield attained 31% and the maximum turnover, number was 150. It is proposed on the basis of measurements of the selectivity parameters for the oxidation of linear and branched alkanes and a kinetic study that the oxidation occurs with the participation of hydroxyl radicals. (C) 2008 Elsevier Ltd. All rights reserved.
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