Please use this identifier to cite or link to this item: http://hdl.handle.net/10316/10677
DC FieldValueLanguage
dc.contributor.authorKaczor, A.-
dc.contributor.authorMelo, T. M. V. D. Pinho e-
dc.contributor.authorSoares, M. I. L.-
dc.contributor.authorFausto, R.-
dc.date.accessioned2009-07-14T08:31:33Z-
dc.date.available2009-07-14T08:31:33Z-
dc.date.issued2006-05-25-
dc.identifier.citationThe Journal of Physical Chemistry A. 110:20 (2006) 6531-6539en_US
dc.identifier.issn1089-5639-
dc.identifier.urihttp://hdl.handle.net/10316/10677-
dc.description.abstractThe structure of dimethyl 5-methyl-1H,3H-pyrrolo[1,2-c][1,3]thiazole-6,7-dicarboxylate 2,2-dioxide (PTD) was investigated in low-temperature noble gas matrixes (Ar, Kr, Xe), amorphous solid, and the crystalline state by infrared spectroscopy and computational methods. The geometry of PTD conformers is defined by the orientation of two methyl ester groups, which may adopt pseudo-trans or pseudo-cis positions in relation to the pyrrolo−thiazole system. For both methyl ester groups, the latter arrangement was predicted by the calculations to be energetically the most favorable in the isolated molecule. The envelope form of the thiazolidine ring is present in all conformers, with the sulfur atom placed in the apex position, while the pyrrole ring is almost planar. Three types of conformers differing in the orientation of the methyl ester groups relative to the pyrrolo−thiazole system (cis/cis, trans/cis, cis/trans) were identified in the matrixes. The cis/cis forms were found to be the most stable ones in both gaseous state and argon matrixes. On the other hand, the more polar trans/cis forms were found to be stabilized in the more polarizable krypton and xenon matrixes as well as in the neat amorphous and crystalline phases. On the basis of annealing experiments, performed in argon and xenon matrixes up to 35 and 68 K, respectively, conformational changes preceding the aggregation of the compound are suggested.en_US
dc.language.isoengen_US
dc.publisherAmerican Chemical Societyen_US
dc.rightsopenAccesseng
dc.titleConformational Behavior of Dimethyl 5-Methyl-1H,3H-pyrrolo[1,2-c][1,3]thiazole-6,7-dicarboxylate 2,2-Dioxide Isolated in Low-Temperature Matrixesen_US
dc.typearticleen_US
dc.identifier.doi10.1021/jp0607667-
uc.controloAutoridadeSim-
item.fulltextCom Texto completo-
item.grantfulltextopen-
item.languageiso639-1en-
crisitem.author.deptFaculty of Pharmacy-
crisitem.author.deptFaculty of Sciences and Technology-
crisitem.author.deptFaculty of Sciences and Technology-
crisitem.author.parentdeptUniversity of Coimbra-
crisitem.author.parentdeptUniversity of Coimbra-
crisitem.author.researchunitCQC - Coimbra Chemistry Centre-
crisitem.author.researchunitCQC - Coimbra Chemistry Centre-
crisitem.author.researchunitCQC - Coimbra Chemistry Centre-
crisitem.author.parentresearchunitFaculty of Sciences and Technology-
crisitem.author.parentresearchunitFaculty of Sciences and Technology-
crisitem.author.parentresearchunitFaculty of Sciences and Technology-
crisitem.author.orcid0000-0003-3256-4954-
crisitem.author.orcid0000-0001-8860-0470-
crisitem.author.orcid0000-0002-8264-6854-
Appears in Collections:FCTUC Química - Artigos em Revistas Internacionais
Files in This Item:
File Description SizeFormat
Conformational Behavior of Dimethyl 5-Methyl-1H,3H-pyrrolo.pdf271.28 kBAdobe PDFView/Open
Show simple item record

SCOPUSTM   
Citations

5
checked on May 29, 2020

WEB OF SCIENCETM
Citations 10

7
checked on Sep 2, 2021

Page view(s)

337
checked on Sep 24, 2021

Download(s)

202
checked on Sep 24, 2021

Google ScholarTM

Check

Altmetric

Altmetric


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.