Artículo
Conformational transferability of the sulfenyl carbonyl group -SC(O)- in cyclic thioesters
Dugarte Jiménez, Nahir Yerely
; Erben, Mauricio Federico
; Hey Hawkins, Evamarie; Lönnecke, Peter; Stadlbauer, Sven; Ge, Mao Fa; Li, Yao; Piro, Oscar Enrique
; Echeverría, Gustavo Alberto
; Della Védova, Carlos Omar
Fecha de publicación:
06/2013
Editorial:
American Chemical Society
Revista:
Journal of Physical Chemistry A
ISSN:
1089-5639
Idioma:
Inglés
Tipo de recurso:
Artículo publicado
Clasificación temática:
Resumen
The molecular and crystal structure of two dithiolactones (formally dimers of ε-caprothiolactone and ω-hexadecathiolactone) have been determined by X-ray diffraction at low temperature, revealing that the thioester group is planar with a synperiplanar orientation of the C═O double bond with respect to the S—C single bond. This conformational behavior is in contrast to that found for the smaller cyclic members of this family, where the antiperiplanar conformation is enforced. It is hypothesized that strain effects play a major role for the energy balance in the conformational preference. In this context, the molecular, vibrational (infrared and Raman), and electronic properties of ε-caprothiolactone have also been analyzed by using a combined experimental, including gas-phase helium I photoelectron spectroscopy, and computational approach.
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Articulos(CEQUINOR)
Articulos de CENTRO DE QUIMICA INORGANICA "DR. PEDRO J. AYMONINO"
Articulos de CENTRO DE QUIMICA INORGANICA "DR. PEDRO J. AYMONINO"
Articulos(IFLP)
Articulos de INST.DE FISICA LA PLATA
Articulos de INST.DE FISICA LA PLATA
Citación
Dugarte Jiménez, Nahir Yerely; Erben, Mauricio Federico; Hey Hawkins, Evamarie; Lönnecke, Peter; Stadlbauer, Sven; et al.; Conformational transferability of the sulfenyl carbonyl group -SC(O)- in cyclic thioesters; American Chemical Society; Journal of Physical Chemistry A; 117; 27; 6-2013; 5706-5714
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