dc.creatorGomez Zavaglia, Andrea
dc.creatorKaczor, Agnieszka
dc.creatorCoelho, Daniela
dc.creatorCristiano, M. Lurdes S.
dc.creatorFausto, Rui
dc.date.accessioned2022-04-12T11:57:26Z
dc.date.accessioned2022-10-15T08:41:33Z
dc.date.available2022-04-12T11:57:26Z
dc.date.available2022-10-15T08:41:33Z
dc.date.created2022-04-12T11:57:26Z
dc.date.issued2009-02
dc.identifierGomez Zavaglia, Andrea; Kaczor, Agnieszka; Coelho, Daniela; Cristiano, M. Lurdes S.; Fausto, Rui; Conformational and structural analysis of 2-allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide as probed by matrix-isolation spectroscopy and quantum chemical calculations; Elsevier Science; Journal of Molecular Structure; 919; 1-3; 2-2009; 271-276
dc.identifier0022-2860
dc.identifierhttp://hdl.handle.net/11336/155007
dc.identifier1872-8014
dc.identifierCONICET Digital
dc.identifierCONICET
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/4366239
dc.description.abstract2-Allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide (ABIOD) has been studied by matrix-isolation infrared spectroscopy and quantum chemical calculations. A conformational search on the B3LYP/6-311++G(3df,3pd) potential energy surface of the molecule demonstrated the existence of three conformers, Sk, Sk′ and C, with similar energies, differing in the orientation of the allyl group. The calculations predicted the Sk form as the most stable in the gaseous phase, whereas the Sk′ and C conformers have calculated relative energies of ca. 0.6 and 0.8–3.0 kJ mol−1, respectively (depending on the level of theory). In agreement with the relatively large (>6 kJ mol−1) calculated barriers for conformational interconversion, the three conformers could be efficiently trapped in an argon matrix at 10 K, the experimental infrared spectrum of the as-deposited matrix fitting well the simulated spectrum built from the calculated spectra for individual conformers scaled by their predicted populations at the temperature of the vapour of the compound prior to matrix deposition. Upon annealing the matrix at 24 K, however, both Sk and Sk′ conformers were found to convert to the more polar C conformer, indicating that this latter form becomes the most stable ABIOD conformer in the argon matrix.
dc.languageeng
dc.publisherElsevier Science
dc.relationinfo:eu-repo/semantics/altIdentifier/doi/https://doi.org/10.1016/j.molstruc.2008.09.013
dc.relationinfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S0022286008006182
dc.rightshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.rightsinfo:eu-repo/semantics/restrictedAccess
dc.subjectSaccharines
dc.subjectBenzisothiazoles
dc.subjectMolecular structure
dc.subjectIR spectra
dc.subjectMatrix isolation
dc.subjectMolecular orbital calculation
dc.titleConformational and structural analysis of 2-allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide as probed by matrix-isolation spectroscopy and quantum chemical calculations
dc.typeinfo:eu-repo/semantics/article
dc.typeinfo:ar-repo/semantics/artículo
dc.typeinfo:eu-repo/semantics/publishedVersion


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