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Bioinspired Non‐Heme Mn Catalysts for Regio‐ and Stereoselective Oxyfunctionalizations with H2O2 Review

Journal Chemistry - A European Journal
ISSN: 0947-6539 , E-ISSN: 1521-3765
Output data Year: 2023, Volume: 29, Number: 66, Article number : e202302772, Pages count : 16 DOI: 10.1002/chem.202302772
Tags Bioinspired catalysis; C‒H activation; Enantioselective oxidation; Manganese; Mechanism
Authors Ottenbacher Roman V. 1 , Bryliakova Anna A. 2,3 , Kurganskii Vladimir I. 1,2,3 , Prikhodchenko Petr V. 4 , Medvedev Alexander G. 4 , Bryliakov Konstantin P. 3
Affiliations
1 Boreskov Institute of Catalysis, Pr. Lavrentieva 5, Novosibirsk 630090 (Russian Federation)
2 Novosibirsk State University, Pirogova 2, Novosibirsk 630090 (Russian Federation)
3 Zelinsky Institute of Organic Chemistry RAS, Leninsky Pr. 47, Moscow 119991 (Russian Federation)
4 Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Moscow 119991 (Russian Federation

Funding (1)

1 Russian Science Foundation 20-13-00032 (АААА-А20-120071590003-2)

Abstract: In recent years, metalloenzymes-mediated highly selective oxidations of organic substrates under mild conditions have been inspiration for developing synthetic bioinspired catalyst systems, capable of conducting such processes in the laboratory (and, in the future, in industry), relying on easy-to-handle and environmentally benign oxidants such as H2O2. To date, non-heme manganese complexes with chiral bis-amino-bis-pyridylmethyl and structurally related ligands are considered as possessing the highest synthetic potential, having demonstrated the ability to mediate a variety of chemo- and stereoselective oxidative transformations, such as epoxidations, C(sp3)‒H hydroxylations and ketonizations, oxidative desymmetrizations, kinetic resolutions, etc. Furthermore, in the past few years non-heme Mn based catalysts have become the major platform for studies focused on getting insight into the molecular mechanisms of oxidant activation and (stereo)selective oxygen transfer, testing non-traditional hydroperoxide oxidants, engineering catalytic sites with enzyme-like substrate recognition-based selectivity, exploration of catalytic regioselectivity trends in the oxidation of biologically active substrates of natural origin. This contribution summarizes the progress in manganese catalyzed C‒H oxygenative transformations of organic substrates, achieved essentially in the past 5 years (late 2018‒2023).
Cite: Ottenbacher R.V. , Bryliakova A.A. , Kurganskii V.I. , Prikhodchenko P.V. , Medvedev A.G. , Bryliakov K.P.
Bioinspired Non‐Heme Mn Catalysts for Regio‐ and Stereoselective Oxyfunctionalizations with H2O2
Chemistry - A European Journal. 2023. V.29. N66. e202302772 :1-16. DOI: 10.1002/chem.202302772 WOS Scopus РИНЦ AN PMID OpenAlex
Dates:
Submitted: Aug 24, 2023
Accepted: Aug 29, 2023
Published online: Aug 29, 2023
Published print: Nov 24, 2023
Identifiers:
Web of science: WOS:001084914600001
Scopus: 2-s2.0-85174191155
Elibrary: 54967837
Chemical Abstracts: 2023:2142980
PMID: 37642264
OpenAlex: W4386251398
Citing:
DB Citing
OpenAlex 12
Scopus 12
Web of science 10
Elibrary 8
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