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Molecules 2016, 21(11), 1454; doi:10.3390/molecules21111454

Direct Selective Oxidative Functionalization of C–H Bonds with H2O2: Mn-Aminopyridine Complexes Challenge the Dominance of Non-Heme Fe Catalysts

1
Chemistry Department, Novosibirsk State University, Pirogova 2, Novosibirsk 630090, Russia
2
Boreskov Institute of Catalysis, Pr. Lavrentieva 5, Novosibirsk 630090, Russia
*
Author to whom correspondence should be addressed.
Academic Editor: Georgiy B. Shul’pin
Received: 28 September 2016 / Revised: 20 October 2016 / Accepted: 20 October 2016 / Published: 31 October 2016
(This article belongs to the Special Issue Reactions of Hydrocarbons and other C‒H Compounds)
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Abstract

Non-heme iron(II) complexes are widespread synthetic enzyme models, capable of conducting selective C–H oxidation with H2O2 in the presence of carboxylic acid additives. In the last years, structurally similar manganese(II) complexes have been shown to catalyze C–H oxidation with similarly high selectivity, and with much higher efficiency. In this mini-review, recent catalytic and mechanistic data on the selective C–H oxygenations with H2O2 in the presence of manganese complexes are overviewed. A distinctive feature of catalyst systems of the type Mn complex/H2O2/carboxylic is the existence of two alternative reaction pathways (as found for the oxidation of cumenes), one leading to the formation of alcohol, and the other to ester. The mechanisms of formation of the alcohol and the ester are briefly discussed. View Full-Text
Keywords: C–H functionalization; enzyme models; hydrogen peroxide; manganese; mechanism; oxidation C–H functionalization; enzyme models; hydrogen peroxide; manganese; mechanism; oxidation
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Ottenbacher, R.V.; Talsi, E.P.; Bryliakov, K.P. Direct Selective Oxidative Functionalization of C–H Bonds with H2O2: Mn-Aminopyridine Complexes Challenge the Dominance of Non-Heme Fe Catalysts. Molecules 2016, 21, 1454.

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