Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols

Detalhes bibliográficos
Autor(a) principal: Fonseca, Tânia A. O.
Data de Publicação: 2012
Outros Autores: Freitas, Matheus P., Cormanich, Rodrigo A., Ramalho, Teodorico C., Tormena, Cláudio F., Rittner, Roberto
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UFLA
Texto Completo: http://repositorio.ufla.br/jspui/handle/1/41161
Resumo: The conformational isomerism and stereoelectronic interactions present in 2'-haloflavonols were computationally analyzed. On the basis of the quantum theory of atoms in molecules (QTAIM) and natural bond orbital (NBO) analysis, the conformer stabilities of 2'-haloflavonols were found to be dictated mainly by a C=O···H–O intramolecular hydrogen bond, but an unusual C–F···H–O hydrogen-bond and intramolecular C–X···O nonbonding interactions are also present in such compounds.
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spelling Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonolsConformational analysis2'-haloflavonolsIntramolecular hydrogen bondNonbonding interactionsTheoretical calculationsThe conformational isomerism and stereoelectronic interactions present in 2'-haloflavonols were computationally analyzed. On the basis of the quantum theory of atoms in molecules (QTAIM) and natural bond orbital (NBO) analysis, the conformer stabilities of 2'-haloflavonols were found to be dictated mainly by a C=O···H–O intramolecular hydrogen bond, but an unusual C–F···H–O hydrogen-bond and intramolecular C–X···O nonbonding interactions are also present in such compounds.Beilstein-Institut2020-05-24T20:20:50Z2020-05-24T20:20:50Z2012-01-19info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfFONSECA, T. A. O. et al. Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols. Beilstein Journal of Organic Chemistry, [S.l.], v. 8, p. 112-117, Jan. 2012. DOI: 10.3762/bjoc.8.12.http://repositorio.ufla.br/jspui/handle/1/41161Beilstein Journal of Organic Chemistryreponame:Repositório Institucional da UFLAinstname:Universidade Federal de Lavras (UFLA)instacron:UFLAhttp://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessFonseca, Tânia A. O.Freitas, Matheus P.Cormanich, Rodrigo A.Ramalho, Teodorico C.Tormena, Cláudio F.Rittner, Robertoeng2020-05-24T20:20:50Zoai:localhost:1/41161Repositório InstitucionalPUBhttp://repositorio.ufla.br/oai/requestnivaldo@ufla.br || repositorio.biblioteca@ufla.bropendoar:2020-05-24T20:20:50Repositório Institucional da UFLA - Universidade Federal de Lavras (UFLA)false
dc.title.none.fl_str_mv Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols
title Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols
spellingShingle Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols
Fonseca, Tânia A. O.
Conformational analysis
2'-haloflavonols
Intramolecular hydrogen bond
Nonbonding interactions
Theoretical calculations
title_short Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols
title_full Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols
title_fullStr Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols
title_full_unstemmed Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols
title_sort Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols
author Fonseca, Tânia A. O.
author_facet Fonseca, Tânia A. O.
Freitas, Matheus P.
Cormanich, Rodrigo A.
Ramalho, Teodorico C.
Tormena, Cláudio F.
Rittner, Roberto
author_role author
author2 Freitas, Matheus P.
Cormanich, Rodrigo A.
Ramalho, Teodorico C.
Tormena, Cláudio F.
Rittner, Roberto
author2_role author
author
author
author
author
dc.contributor.author.fl_str_mv Fonseca, Tânia A. O.
Freitas, Matheus P.
Cormanich, Rodrigo A.
Ramalho, Teodorico C.
Tormena, Cláudio F.
Rittner, Roberto
dc.subject.por.fl_str_mv Conformational analysis
2'-haloflavonols
Intramolecular hydrogen bond
Nonbonding interactions
Theoretical calculations
topic Conformational analysis
2'-haloflavonols
Intramolecular hydrogen bond
Nonbonding interactions
Theoretical calculations
description The conformational isomerism and stereoelectronic interactions present in 2'-haloflavonols were computationally analyzed. On the basis of the quantum theory of atoms in molecules (QTAIM) and natural bond orbital (NBO) analysis, the conformer stabilities of 2'-haloflavonols were found to be dictated mainly by a C=O···H–O intramolecular hydrogen bond, but an unusual C–F···H–O hydrogen-bond and intramolecular C–X···O nonbonding interactions are also present in such compounds.
publishDate 2012
dc.date.none.fl_str_mv 2012-01-19
2020-05-24T20:20:50Z
2020-05-24T20:20:50Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv FONSECA, T. A. O. et al. Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols. Beilstein Journal of Organic Chemistry, [S.l.], v. 8, p. 112-117, Jan. 2012. DOI: 10.3762/bjoc.8.12.
http://repositorio.ufla.br/jspui/handle/1/41161
identifier_str_mv FONSECA, T. A. O. et al. Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols. Beilstein Journal of Organic Chemistry, [S.l.], v. 8, p. 112-117, Jan. 2012. DOI: 10.3762/bjoc.8.12.
url http://repositorio.ufla.br/jspui/handle/1/41161
dc.language.iso.fl_str_mv eng
language eng
dc.rights.driver.fl_str_mv http://creativecommons.org/licenses/by/4.0/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Beilstein-Institut
publisher.none.fl_str_mv Beilstein-Institut
dc.source.none.fl_str_mv Beilstein Journal of Organic Chemistry
reponame:Repositório Institucional da UFLA
instname:Universidade Federal de Lavras (UFLA)
instacron:UFLA
instname_str Universidade Federal de Lavras (UFLA)
instacron_str UFLA
institution UFLA
reponame_str Repositório Institucional da UFLA
collection Repositório Institucional da UFLA
repository.name.fl_str_mv Repositório Institucional da UFLA - Universidade Federal de Lavras (UFLA)
repository.mail.fl_str_mv nivaldo@ufla.br || repositorio.biblioteca@ufla.br
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