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Hydroperoxidation of methane and other alkanes with H2O2 catalyzed by a dinuclear iron complex and an amino acid
Auteur(s)
Nizova, Galina V
Krebs, Bernt
Schindler, Siegfried
Westerheide, Lars
Gonzalez-Cuervo, Laura
Shul'pin, Georgiy B
Date de parution
2002
In
Tetrahedron
Vol.
45
No
58
De la page
9231
A la page
9237
Mots-clés
- 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
alkanes
hydroperoxidation
alkyl hydroperoxides
biomimetics
homogeneous catalysis...
hydrogen peroxide
iron complexes
methane
oxidation
oxygenation
picolinic acid
pyrazine-2-carboxylic...
O-2-H2O2-VANADIUM COM...
TRANSITION-METAL-COMP...
HYDROGEN-PEROXIDE
IRON(III) COMPLEXES
MONOOXYGENASE HYDROXY...
AEROBIC OXIDATION
SATURATED-HYDROCARBON...
AROMATIC HYDROXYLATIO...
MANGANESE(IV) COMPLEX...
DIIRON COMPLEXES
Résumé
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.
Identifiants
Type de publication
journal article