Hydroperoxidation of methane and other alkanes with H2O2 catalyzed by a dinuclear iron complex and an amino acid
Author(s)
Nizova, Galina V
Krebs, Bernt
Schindler, Siegfried
Westerheide, Lars
Gonzalez-Cuervo, Laura
Shul'pin, Georgiy B
Date issued
2002
In
Tetrahedron
Vol
45
No
58
From page
9231
To page
9237
Subjects
alkanes hydroperoxidation alkyl hydroperoxides biomimetics homogeneous catalysis hydrogen peroxide iron complexes methane oxidation oxygenation picolinic acid pyrazine-2-carboxylic acid O-2-H2O2-VANADIUM COMPLEX-PYRAZINE-2-CARBOXYLIC ACID TRANSITION-METAL-COMPLEXES HYDROGEN-PEROXIDE IRON(III) COMPLEXES MONOOXYGENASE HYDROXYLASE AEROBIC OXIDATION SATURATED-HYDROCARBONS AROMATIC HYDROXYLATION MANGANESE(IV) COMPLEX DIIRON COMPLEXES
Abstract
The compound [Fe-2(HPTB)([mu-OH)(NO3)(2)](NO3)(2).CH3OH.2H(2)O (1) containing a dinuclear iron(III) complex in which HPTB=N,N,N',N'-tetrakis(2-benzimidazolylmethyl)-2-hydroxo-1,3-diaminopro pane catalyzes the oxidation of alkanes with hydrogen peroxide in acetonitrile solution at room temperature only if certain amino acids (pyrazine-2-carboxylic, pyrazine-2,3-dicarboxylic or picolinic acid) are added to the reaction mixture. Alkyl hydroperoxides are formed as main reaction products. The turnover numbers attain 140 for cyclohexane, 21 for ethane and four for methane oxidation. The oxidation proceeds non-stereoselectively and bond selectivity parameters are low which testifies the participation of hydroxyl radicals in alkane functionalization. (C) 2002 Elsevier Science Ltd. All rights reserved.
Publication type
journal article