Por favor, use este identificador para citar o enlazar a este item:
http://hdl.handle.net/10261/270967
COMPARTIR / EXPORTAR:
SHARE CORE BASE | |
Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL | DATACITE | |
Título: | Calorimetric and computational study of 1,3-and 1,4-oxathiane sulfones |
Autor: | Roux, María Victoria CSIC ; Temprado, Manuel CSIC ORCID; Jiménez Sierra, M. Pilar CSIC ; Notario, Rafael CSIC ORCID; Guzmán-Mejía, R.; Juaristi, E. | Fecha de publicación: | 17-ene-2007 | Editor: | American Chemical Society | Citación: | Journal of Organic Chemistry 72(4): 1143-1147 (2007) | Resumen: | The enthalpies of formation in the condensed and gas states, ΔfH°m(cd) and ΔfH°m(g), of 1,3- and 1,4-oxathiane sulfones were derived from their respective enthalpies of combustion in oxygen, measured by a rotating bomb calorimeter and the variation of vapor pressures with temperatures determined by the Knudsen effusion technique. Standard ab initio molecular orbital calculations at the G2(MP2) and G3 levels were performed, and a theoretical study on molecular and electronic structure of the compounds has been carried out. Calculated ΔfH°m(g) values at the G3 level using atomization reactions agree well with the experimental ones. These experimental and theoretical studies support that the destabilization found in 1,3-oxathiane sulfone, 11.2 kJ mol-1 respecting to 1,4-oxathiane sulfone, is due to the electrostatic repulsion between the negative charges of the axial oxygen of the sulfone and the oxygen of the ring and apparently masks any stabilization originating from the hyperconjugative nO → σ*C-SO2 stereoelectronic interaction. | Versión del editor: | http://dx.doi.org/10.1021/jo0618472 | URI: | http://hdl.handle.net/10261/270967 | DOI: | 10.1021/jo0618472 | Identificadores: | doi: 10.1021/jo0618472 issn: 0022-3263 e-issn: 1520-6904 |
Aparece en las colecciones: | (IQF) Artículos |
Ficheros en este ítem:
Fichero | Descripción | Tamaño | Formato | |
---|---|---|---|---|
accesoRestringido.pdf | 15,38 kB | Adobe PDF | Visualizar/Abrir |
CORE Recommender
SCOPUSTM
Citations
18
checked on 08-abr-2024
WEB OF SCIENCETM
Citations
17
checked on 23-feb-2024
Page view(s)
38
checked on 23-abr-2024
Download(s)
11
checked on 23-abr-2024
Google ScholarTM
Check
Altmetric
Altmetric
NOTA: Los ítems de Digital.CSIC están protegidos por copyright, con todos los derechos reservados, a menos que se indique lo contrario.