Frontier molecular orbital effects control the hole-catalyzed racemization of atropisomeric biaryls-Reference-Cited by-同舟云学术

Frontier molecular orbital effects control the hole-catalyzed racemization of atropisomeric biaryls

Published:2019 Issue:8 Volume:10 Page:2285-2289
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Tan Jacqueline S. J.¹²³⁴^ORCID,Paton Robert S.⁵⁶⁷⁸^ORCID

Affiliation:

1. Chemistry Research Laboratory

2. University of Oxford

3. Oxford

4. UK

5. Department of Chemistry

6. Colorado State University

7. Fort Collins

8. USA

Abstract

Biaryl atropisomerization is dramatically accelerated by the removal of an electron. The planar transition state is preferentially stabilized from depopulation of the highest occupied molecular orbital.

Funder

Agency for Science, Technology and Research

National Science Foundation

University of Colorado Boulder

Colorado State University

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2019/SC/C8SC05066J

Reference35 articles.

1. Twisted Cycloalkynes and Remote Activation of “Click” Reactivity

2. The Challenge of Atropisomerism in Drug Discovery

3. A twist of nature – the significance of atropisomers in biological systems

4. R. Kuhn , in Stereochemie , ed. K. Freudenberg , Deuticke , Leipzig , 1933 , p. 803

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