Alkane oxygenation with H2O2 catalysed by FeCl3 and 2,2 '-bipyridine
Author(s)
Shul'pin, Georgiy B
Golfeto, Camilla C
Shul'pina, Lidia S
Mandelli, Dalma
Date issued
2005
In
Tetrahedron Letters
Vol
27
No
46
From page
4563
To page
4567
Subjects
alkanes alkyl hydroperoxides biomimetics homogeneous catalysis hydrogen peroxide hydroperoxidation iron complexes oxygenation COMPLEX-CARBOXYLIC-ACID O-2-H2O2-VANADIUM DERIVATIVE-PYRAZINE-2-CARBOXYLIC ACID DINUCLEAR MANGANESE(IV) COMPLEX HYDROGEN-PEROXIDE IRON COMPLEXES HYDROCARBON OXIDATIONS DIFERRIC COMPLEXES ALKYL PEROXIDES METAL-COMPLEXES HYDROXYLATION
Abstract
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.
Publication type
journal article