Journal
TETRAHEDRON LETTERS
Volume 46, Issue 27, Pages 4563-4567Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.05.007
Keywords
alkanes; alkyl hydroperoxides; biomimetics; homogeneous catalysis; hydrogen peroxide; hydroperoxidation; iron complexes; oxygenation
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The H2O2-FeCl3-bipy system in acetonitrile efficiently oxidises alkanes predominantly to alkyl hydroperoxides. Turnover numbers attain 400 after 1 h at 60 degrees C. It has been assumed that bipy facilitates proton abstraction from a H2O2 molecule coordinated to the iron ion (these reactions are stages in the catalytic cycle generating hydroxyl radicals from the hydrogen peroxide). Hydroxyl radicals then attack alkane molecules finally yielding the alkyl hydroperoxide. (c) 2005 Elsevier Ltd. All rights reserved.
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