Cited by 32Asymmetric Synthesis and CatalysisAsymmetric Hydrogenation and CatalysisAxial and Atropisomeric Chirality Synthesis

Dynamic Nonlinear Effects in Asymmetric Catalysis

Bryliakov, Konstantin P.·2019·ACS Catalysis

Abstract

For three decades, “conventional” nonlinear effects in asymmetric catalysis, commonly becoming apparent as a nonproportional relationship between the enantiomeric purity of the chiral catalyst and that of the chiral reaction product, have been extensively studied from both fundamental and practical perspectives and thoroughly reviewed. In contrast, this review is focused on dynamic nonlinear effects, with the catalyst systems exhibiting variation of enantioselectivity over the reaction course, caused by catalyst–product or catalyst–substrate interactions. Namely, such phenomena as asymmetric autoinduction, asymmetric autocatalysis, and asymmetric autoamplification are considered and the corresponding catalytic reactions are surveyed. Whenever available, data on the origins of the observed nonlinearities are presented. Several kinetic schemes, illustrating the nonlinear ee variation over the reaction course, are considered. Possible implications of dynamic nonlinear effects in asymmetric catalysis in the problem of biological homochirality on Earth are discussed briefly.

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Crossref · 10.1021/acscatal.9b00697

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  • Some mechanisms are known for increasing an existing enantiomeric excess, such as self-disproportionation of enantiomers, non-linear effects in asymmetric catalysis, and stereoselective polymerization.

    “Some mechanisms are known for increasing an existing e.e., such as the self-disproportionation of enantiomers (SDE), 61 non-linear effects in asymmetric catalysis, 62,63 and stereoselective polymerization.64”

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Authors
Bryliakov, K. P.
Affiliations
Novosibirsk State University (RU)
Corresponding author
Bryliakov, Konstantin P.
Venue
ACS Catalysis
Published
2019-05-03
Volume
9
Issue
6
Pages
5418-5438
ISSN
2155-5435 (ISSN-L)
OpenAlex
W2943471335
Cited by
32
References
22
Citations by year
2026: 3 · 2025: 6 · 2024: 3 · 2023: 6 · 2022: 5 · 2021: 5 · 2020: 3 · 2019: 1
FWCI
1.37
Type
journal article
Language
en
Open access
closed
Locations
ACS Catalysis (publishedVersion)
Funders
  • Russian Foundation for Basic Research (18-33-20078)
  • Ministry of Science and Higher Education of Russia (AAAA-A17-117041710080-4)
Topics
  • Physical Sciences › Chemistry › Organic Chemistry › Asymmetric Synthesis and Catalysis
  • Physical Sciences › Chemistry › Inorganic Chemistry › Asymmetric Hydrogenation and Catalysis
  • Physical Sciences › Chemistry › Organic Chemistry › Axial and Atropisomeric Chirality Synthesis
Keywords
asymmetric catalysis, asymmetric autocatalysis, enantioselectivity, catalyst-substrate interaction, enantiomeric excess, reaction kinetics

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