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Type: Artigo de periódico
Title: Conformational and stereoelectronic investigation in 1,2-difluoropropane: The gauche effect
Author: Bitencourt, M
Freitas, MP
Rittner, R
Abstract: The effect of attaching an additional fluorine atom at C-2 in 1-fluoropropane (FP), giving 1,2-difluoropropane (DFP), on its conformational equilibrium, is theoretically evaluated. This substitution causes critical implications on the conformer stabilities of DFP (TG, GT and GG conformations) and the steric and electrostatic interactions should favor the conformer with fluorine atoms trans. However, the gauche effect plays a major role in describing the energies balance in DFP, shifting the equilibrium towards the conformation in which the two fluorine atoms are gauche. The origin of this effect is discussed through an NBO analysis, which allows the evaluation of both classical and non-classical (hyperconjugation and bent bonds) interactions as the prevailing factors governing the conformational equilibrium of molecules containing the 1,2-difluoroethane fragment. (C) 2007 Elsevier B.V. All rights reserved.
Subject: 1,2-difluoropropane
conformational analysis
gauche effect
Country: Holanda
Editor: Elsevier Science Bv
Rights: fechado
Identifier DOI: 10.1016/j.molstruc.2006.12.021
Date Issue: 2007
Appears in Collections:Unicamp - Artigos e Outros Documentos

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