Molecules 2016, 21(11), 1454; https://doi.org/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)
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-TextKeywords:
C–H functionalization; enzyme models; hydrogen peroxide; manganese; mechanism; oxidation
▼
Figures
Graphical abstract
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).
Share & Cite This Article
MDPI and ACS Style
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.
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.
Related Articles
Article Metrics
Comments
[Return to top]
Molecules
EISSN 1420-3049
Published by MDPI AG, Basel, Switzerland
RSS
E-Mail Table of Contents Alert