Please use this identifier to cite or link to this item: http://repositorio.ufla.br/jspui/handle/1/41820
Title: F...HO intramolecular hydrogen bond forming five-membered rings hardly appears in monocyclic organofluorine compounds
Keywords: Fluorine
H-bonds
Monocyclic compounds
Issue Date: Mar-2012
Publisher: Royal Society of Chemistry (RSC)
Citation: CORMANICH, R. A. F...HO intramolecular hydrogen bond forming five-membered rings hardly appears in monocyclic organofluorine compounds. RSC Advances, [S.l.], v. 2, n. 10, p. 4169-4174, Mar. 2012.
Abstract: This paper emphasizes that fluorine atoms in organic molecules need special geometric requirements to experience intramolecular hydrogen bonds (H-bonds). Calculations at the B3LYP/aug-cc-pVDZ theoretical level and using the quantum theory of atoms in molecules applied over a series of monocyclic compounds, which have similar C[double bond, length as m-dash]C(F)–C(OH)[double bond, length as m-dash]C fragments, predict that the F⋯HO intramolecular H-bond does not exist when forming five-membered rings. Indeed, it is shown that the geometric restrictions imposed by the rigid rings are the main reasons in preventing fluorine participating in such a F⋯HO intramolecular H-bond.
URI: https://pubs.rsc.org/en/content/articlelanding/2012/RA/c2ra00039c#!divAbstract
http://repositorio.ufla.br/jspui/handle/1/41820
Appears in Collections:DQI - Artigos publicados em periódicos

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