Gas-phase structures, rotational barriers, and conformational properties of hydroxyl and mercapto derivatives of cyclohexa-2,5-dienone and cyclohexa-2,5-dienthione

Torrent-Sucarrat, M; Sola, M; Toro-Labbe, A

Abstract

The rotational barriers and conformational properties of the hydroxyl and mercapto groups attached to the a and β positions of cyclohexa-2,5-dione and cyclohexa-2,5-dienthione have been studied at the B3LYP/ 6-311++G(d,p) level of theory. The results show that the conformational preferences of these studied systems are the result of a subtle interplay between different competing effects (conjugation, hyperconjugation, and steric repulsions). The applicability of the density functional theory reactivity indices and the maximum hardness principle for the present systems has been analyzed. © 2006 American Chemical Society.

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Título según WOS: Gas-phase structures, rotational barriers, and conformational properties of hydroxyl and mercapto derivatives of cyclohexa-2,5-dienone and cyclohexa-2,5-dienthione
Título según SCOPUS: Gas-phase structures, rotational barriers, and conformational properties of hydroxyl and mercapto derivatives of cyclohexa-2,5-dienone and cyclohexa-2,5-dienthione
Título de la Revista: JOURNAL OF PHYSICAL CHEMISTRY A
Volumen: 110
Número: 28
Editorial: AMER CHEMICAL SOC
Fecha de publicación: 2006
Página de inicio: 8901
Página final: 8911
Idioma: English
URL: http://pubs.acs.org/doi/abs/10.1021/jp060664g
DOI:

10.1021/jp060664g

Notas: ISI, SCOPUS