Adaptive carbonyl umpolung involving a carbanionic carbene Breslow intermediate: an alternative mechanism for NHC-mediated organocatalysis-Reference-Cited by-同舟云学术

Adaptive carbonyl umpolung involving a carbanionic carbene Breslow intermediate: an alternative mechanism for NHC-mediated organocatalysis

Published:2023 Issue:43 Volume:21 Page:8702-8707
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Aysin Rinat R.¹,Galkin Konstantin I.²³^ORCID

Affiliation:

1. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ul. Vavilova, 28, 119991 Moscow, Russia

2. Bauman Moscow State Technical University, 2nd Baumanskaya ul., 5/1, 105005 Moscow, Russia

3. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, ul. Leninsky Prospekt, 47, 119991, Moscow, Russia

Abstract

The principal thermodynamic possibility for dynamic and adaptive NHC-mediated carbonyl umpolung, which enables the formation of a carbanionic carbene Breslow intermediate, has been theoretically demonstrated for the Benzoin condensation reaction.

Funder

Ministry of Science and Higher Education of the Russian Federation

Russian Science Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/OB/D3OB01195J

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