There and back again: the role of hyperconjugation in the fluorine gauche effect-Reference-Cited by-同舟云学术

There and back again: the role of hyperconjugation in the fluorine gauche effect

Published:2021 Issue:32 Volume:23 Page:17329-17337
ISSN:1463-9076
Container-title:Physical Chemistry Chemical Physics
language:en
Short-container-title:Phys. Chem. Chem. Phys.

Author:

Port Vinicius C.¹^ORCID,Cormanich Rodrigo A.¹^ORCID

Affiliation:

1. University of Campinas, Chemistry Institute, Monteiro Lobato Street, Campinas, Sao Paulo, 13083-862, Brazil

Abstract

The fluorine gauche effect was revisited by comparing the rotational profile of 1,2-difluoroethane (DFE) with several analogues, such as peroxides and dissulfides. Hyperconjugative effects are the most important ones for the gauche preference of DFE.

Funder

Fundo de Apoio ao Ensino, à Pesquisa e Extensão, Universidade Estadual de Campinas

Fundação de Amparo à Pesquisa do Estado de São Paulo

Publisher

Royal Society of Chemistry (RSC)

Subject

Physical and Theoretical Chemistry,General Physics and Astronomy

Link

http://pubs.rsc.org/en/content/articlepdf/2021/CP/D1CP02806E

Reference34 articles.

1. Synthesis, Conformation and Biological Evaluation of the Enantiomers of 3-Fluoro-γ-Aminobutyric Acid ((R)- and (S)-3F-GABA): An Analogue of the Neurotransmitter GABA

2. The enantiomers of syn-2,3-difluoro-4-aminobutyric acid elicit opposite responses at the GABACreceptor

3. Informing Molecular Design by Stereoelectronic Theory: The Fluorine Gauche Effect in Catalysis

4. Infra‐Red and Raman Spectra of Fluorinated Ethanes II: 1,1,1‐Trifluoroethane

5. Gauche effect. Stereochemical consequences of adjacent electron pairs and polar bonds

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