Autoamplification-Enhanced Oxidative Kinetic Resolution of sec-Alcohols and Alkyl Mandelates, and Its Kinetic Model Full article
| Journal |
ChemCatChem
ISSN: 1867-3880 , E-ISSN: 1867-3899 |
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| Output data | Year: 2018, Volume: 10, Number: 12, Pages: 2693-2699 Pages count : 7 DOI: 10.1002/cctc.201800180 | ||||
| Tags | asymmetric autoamplification, chirality, hydrogen peroxide, kinetic resolution, manganese | ||||
| Authors |
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| Affiliations |
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Funding (2)
| 1 | Russian Foundation for Basic Research | 16-29-10666 |
| 2 | Ministry of Science and Higher Education of the Russian Federation | ГЗ-2017-2020 |
Abstract:
In this contribution, the new dynamic nonlinear effect in asymmetric catalysis is discussed, manifesting itself in the oxidative kinetic resolution (OKR) of racemic secondary benzylic alcohols and alkyl mandelates with H2O2 in the presence of chiral Mn-based catalyst, with the apparent selectivity factor (k(rel)) of the resolution being nonconstant over the reaction course. Typically, the initial growth of k(rel) is changed into decay at high conversions. In this contribution, we demonstrate the oxidative kinetic resolution of various substrates bearing sec-alcoholic moieties, with the k(rel) varying in different manners with increasing substrate conversion. We also present the predictive kinetic model of OKR with participation of asymmetric autoamplification. The influence of substrate and catalyst structure, as well as solvents and additives, on the behavior of k(rel) variation, is discussed.
Cite:
Talsi E.P.
, Bryliakov K.P.
Autoamplification-Enhanced Oxidative Kinetic Resolution of sec-Alcohols and Alkyl Mandelates, and Its Kinetic Model
ChemCatChem. 2018. V.10. N12. P.2693-2699. DOI: 10.1002/cctc.201800180 WOS Scopus РИНЦ ANCAN OpenAlex
Autoamplification-Enhanced Oxidative Kinetic Resolution of sec-Alcohols and Alkyl Mandelates, and Its Kinetic Model
ChemCatChem. 2018. V.10. N12. P.2693-2699. DOI: 10.1002/cctc.201800180 WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
| Submitted: | Feb 2, 2018 |
| Accepted: | Mar 16, 2018 |
| Published online: | Mar 23, 2018 |
| Published print: | Jun 21, 2018 |
Identifiers:
| Web of science: | WOS:000436933700022 |
| Scopus: | 2-s2.0-85048155149 |
| Elibrary: | 35734693 |
| Chemical Abstracts: | 2018:866688 |
| Chemical Abstracts (print): | 169:51026 |
| OpenAlex: | W2790788071 |