Exhaustive exploration of the conformational landscape of mono- and disubstituted fivemembered rings by DFT and MP2 calculations

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dc.citation.titleRSC Advanceses
dc.citation.volume(42)es
dc.creatorStortz, Carlos A.
dc.creatorSarotti, Ariel Marcelo
dc.date.accessioned2020-12-23T16:25:00Z
dc.date.available2020-12-23T16:25:00Z
dc.date.issued2019-08-05
dc.descriptionThe conformational landscape of 22 different non, mono-, and disubstituted compounds with a fivemembered ring was thoroughly explored by ab initio (MP2) and DFT (B3LYP and M06-2X) methods with the 6-311+G** basis set. Our results showed that the conformational preference of these compounds was governed mainly by the specific characteristics of the substituents, with a minor influence of the level of theory employed. After a detailed analysis of the computational data, we found an interesting preference of the electronegative substituents to take pseudo-axial positions, whereas alkyl groups preferred adopting the pseudo-equatorial locations. Such preferences were pronounced with MP2 and M06-2X and underestimated by B3LYP. Despite each level of theory affording different landscapes in many cases, as a general trend, we noticed that M06-2X afforded much higher correlation with the MP2 results than B3LYP.es
dc.descriptionThis is a post-peer-review, pre-copyedit version of an article published in RSC Advances. The final authenticated version is available online at: https://doi.org/10.1039/c9ra03524a
dc.description.filFil: Stortz, Carlos A. Universidad de Buenos Aires. Facultad de Ciencias Exactas. Departamento de Química Orgánica. Centro de Investigaciones en Hidratos de Carbono (CIHIDECAR); Argentina.es
dc.description.filFil: Sarotti, Ariel Marcelo. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario (IQUIR -CONICET); Argentina.es
dc.description.sponsorshipAgencia Nacional de Promoción Científica y Tecnológica (ANPCyT): PICT-2016-0116es
dc.description.sponsorshipConsejo Nacional de Investigaciones Científicas y Técnicas (CONICET): PIP 298/14es
dc.description.sponsorshipUniversidad Nacional de Rosario (UNR): BIO 316 y 500es
dc.description.sponsorshipUniversidad de Buenos Aires (UBA): Q-203 y 0363es
dc.formatapplication/pdf
dc.format.extent24134–24145es
dc.identifier.issn2046-2069es
dc.identifier.urihttp://hdl.handle.net/2133/19544
dc.language.isoenges
dc.publisherRoyal Society of Chemistryes
dc.relation.publisherversionhttps://doi.org/10.1039/c9ra03524aes
dc.relation.publisherversionhttps://pubs.rsc.org/en/content/articlelanding/2019/RA/C9RA03524A#!divAbstractes
dc.rightsopenAccesses
dc.rights.holderUniversidad Nacional de Rosarioes
dc.rights.holderRoyal Society of Chemistryes
dc.rights.holderStortz, Carlos A.es
dc.rights.holderSarotti, Ariel Marceloes
dc.rights.textAttribution-NonCommercial 3.0 Unported (CC BY-NC 3.0)es
dc.rights.urihttps://creativecommons.org/licenses/by-nc/3.0/*
dc.subjectDFT Calculationses
dc.subjectDensity Functional Theory Calculationses
dc.subjectMP2 Calculationses
dc.subjectMøller–Plesset Perturbation Theory (MP)es
dc.subjectSubstituentses
dc.titleExhaustive exploration of the conformational landscape of mono- and disubstituted fivemembered rings by DFT and MP2 calculationses
dc.typearticle
dc.typeartículo
dc.typepublishedVersion
dc.type.collectionarticulo
dc.type.versionpublishedVersiones

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