Please use this identifier to cite or link to this item: http://hdl.handle.net/10316/5109
DC FieldValueLanguage
dc.contributor.authorJesus, António J. Lopes-
dc.contributor.authorTomé, Luciana I. N.-
dc.contributor.authorRosado, Mário Túlio S.-
dc.contributor.authorLeitão, M. Luísa P.-
dc.contributor.authorRedinha, José S.-
dc.date.accessioned2008-09-01T15:04:06Z-
dc.date.available2008-09-01T15:04:06Z-
dc.date.issued2005en_US
dc.identifier.citationCarbohydrate Research. 340:2 (2005) 283-291en_US
dc.identifier.urihttp://hdl.handle.net/10316/5109-
dc.description.abstractDensity functional theory calculations using the B3LYP functional and the 6-311++G(d,p) basis set were carried out on the isolated molecules of erythritol and L-threitol. For the meso isomer, a relatively large number of conformers have to be considered to describe the gas state structure. The lowest energy conformer is characterized by the establishment of a strong intramolecular H-bond between the two terminal hydroxyl groups, giving rise to a seven-membered ring and two additional weaker H-bonds between vicinal OH groups. In the case of L-threitol, two conformers are predominant in the gas state, and both are stabilized by the formation of a cyclic system of four intramolecular hydrogen bonds involving all OH groups. The conformational stability in both diastereomers is discussed in terms of the electronic energy and of the Gibbs energy. The weighted mean enthalpy of both diastereomers in the gas state at 298.15 K was obtained from the thermodynamic data and Boltzmann populations of the low-energy conformers.en_US
dc.description.urihttp://www.sciencedirect.com/science/article/B6TFF-4F31PT7-3/1/ae9dae05894f1bf2f4865221eb1b29bben_US
dc.format.mimetypeaplication/PDFen
dc.language.isoengeng
dc.rightsopenAccesseng
dc.subjectErythritolen_US
dc.subjectThreitolen_US
dc.subjectConformationen_US
dc.subjectIntramolecular H-bondsen_US
dc.subjectEnthalpyen_US
dc.subjectGibbs energyen_US
dc.titleConformational study of erythritol and threitol in the gas state by density functional theory calculationsen_US
dc.typearticleen_US
uc.controloAutoridadeSim-
item.fulltextCom Texto completo-
item.languageiso639-1en-
item.grantfulltextopen-
crisitem.author.deptFaculdade de Farmácia, Universidade de Coimbra-
crisitem.author.deptFaculdade de Ciências e Tecnologia, Universidade de Coimbra-
crisitem.author.parentdeptUniversidade de Coimbra-
crisitem.author.researchunitCoimbra Chemistry Center-
crisitem.author.researchunitCoimbra Chemistry Center-
crisitem.author.orcid0000-0002-5953-976X-
crisitem.author.orcid0000-0001-5782-8819-
Appears in Collections:FCTUC Química - Artigos em Revistas Internacionais
Files in This Item:
File Description SizeFormat
file7bcadad1adaa4649b8f06570f9f5058c.pdf233.25 kBAdobe PDFView/Open
Show simple item record

Page view(s) 50

289
checked on Jun 30, 2020

Download(s)

107
checked on Jun 30, 2020

Google ScholarTM

Check


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