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Effect of small concentrations of water on ethylbenzene oxidation with molecular oxygen catalyzed by iron(II, III) acetylacetonate complexes with 18-crown-6
Abstract The catalytic effects of small amounts of water (∼10−3 mol/l) added to the ethylbenzene oxidation reaction with molecular oxygen catalyzed by the system {Fe(III)(acac)3 + 18-crown-6 (18C6)} were revealed. An increase in the reaction rate was observed, and the direction of the oxidation reaction changed. In the presence of the catalytic system {Fe(III)(acac)3 (5.0 × 10−3 mol/l) + 18C6 (5.0 × 10−3 mol/l) + H2O (3.7 × 10−3 mol/l}, the main product at early stages of ethylbenzene oxidation is acetophenone, rather than α-phenylethyl hydroperoxide produced in the case of catalysis by the system {Fe(III)(acac)3 (5.0 × 10−3 mol/l) + 18C6 (5.0 × 10−3 mol/l)} (in the absence of water admixture). A method is proposed to evaluate the activity of forming in situ (Fe(II)(acac)2) x (18C6) y (H2O) n complexes at microstages of chain initiation (O2 activation) and propagation (Ct+RO 2 · ) involving the catalyst, which determine the rate and selectivity of oxidation. A possible “dioxygenase-like” mechanism of conversion of iron complexes with 18C6 in the presence of activating H2O admixtures is discussed.
Effect of small concentrations of water on ethylbenzene oxidation with molecular oxygen catalyzed by iron(II, III) acetylacetonate complexes with 18-crown-6
Abstract The catalytic effects of small amounts of water (∼10−3 mol/l) added to the ethylbenzene oxidation reaction with molecular oxygen catalyzed by the system {Fe(III)(acac)3 + 18-crown-6 (18C6)} were revealed. An increase in the reaction rate was observed, and the direction of the oxidation reaction changed. In the presence of the catalytic system {Fe(III)(acac)3 (5.0 × 10−3 mol/l) + 18C6 (5.0 × 10−3 mol/l) + H2O (3.7 × 10−3 mol/l}, the main product at early stages of ethylbenzene oxidation is acetophenone, rather than α-phenylethyl hydroperoxide produced in the case of catalysis by the system {Fe(III)(acac)3 (5.0 × 10−3 mol/l) + 18C6 (5.0 × 10−3 mol/l)} (in the absence of water admixture). A method is proposed to evaluate the activity of forming in situ (Fe(II)(acac)2) x (18C6) y (H2O) n complexes at microstages of chain initiation (O2 activation) and propagation (Ct+RO 2 · ) involving the catalyst, which determine the rate and selectivity of oxidation. A possible “dioxygenase-like” mechanism of conversion of iron complexes with 18C6 in the presence of activating H2O admixtures is discussed.
Effect of small concentrations of water on ethylbenzene oxidation with molecular oxygen catalyzed by iron(II, III) acetylacetonate complexes with 18-crown-6
Matienko, L. I. (author) / Mosolova, L. A. (author)
Petroleum Chemistry ; 48 ; 371-380
2008-09-01
10 pages
Article (Journal)
Electronic Resource
English
The joint inhibiting effect of cobalt(III) complexes and amines in ethylbenzene oxidation
| Springer Verlag | 2009