The structure of b-diketones related to curcumin determined by X-ray crystallography, NMR (solution and solid state) and theoretical calculations

Autores
Nieto, Carla I.; Abelaira, Pilar; Claramunt, Rosa M.; Cornago, Pilar; Sanz, Dionisia; Torralba, M. Carmen; Torres, M. Rosario; Ferraro, Marta Beatriz; Ibon Alkorta; Marín Luna, M.; Elguero, José
Año de publicación
2016
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Structural data are reported in sixteen ketoenols of beta diketones, solution NMR, solid-state NMR
(CPMAS and MAS) and X-ray crystallography (four compounds, where three are new). The emphasis is on the tautomerist between both ketoenols, both in solution and solid-state.  GIAO-B3LYP 6-311g (d,p)  and Quantum ESPRESSO (QE) calculations were used and compared. For average values, the GIAO-DMSO-PCM is enough but splittings can only be approached by using QE. A case of rotational disorder has been analyzed. Some anomalies related to C-F bonds and to the C-CF3 group have been detected.
Fil: Nieto, Carla I.. Universidad Autónoma de Madrid; España
Fil: Abelaira, Pilar. Universidad Autónoma de Madrid; España
Fil: Claramunt, Rosa M.. Universidad Autónoma de Madrid; España
Fil: Cornago, Pilar. Universidad Autónoma de Madrid; España
Fil: Sanz, Dionisia. Universidad Autónoma de Madrid; España
Fil: Torralba, M. Carmen. Universidad Complutense de Madrid; España
Fil: Torres, M. Rosario. Universidad Complutense de Madrid; España
Fil: Ferraro, Marta Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Física de Buenos Aires. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Física de Buenos Aires; Argentina
Fil: Ibon Alkorta. Instituto de Quımica Medica; España
Fil: Marín Luna, M.. Instituto de Quımica Medica; España
Fil: Elguero, José. Instituto de Quımica Medica; España
Materia
Nmr
Giao/B3lyp
Quantum Espresso
Cpmas/Mas
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/47885
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/47885
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling The structure of b-diketones related to curcumin determined by X-ray crystallography, NMR (solution and solid state) and theoretical calculationsNieto, Carla I.Abelaira, PilarClaramunt, Rosa M.Cornago, PilarSanz, DionisiaTorralba, M. CarmenTorres, M. RosarioFerraro, Marta BeatrizIbon AlkortaMarín Luna, M.Elguero, JoséNmrGiao/B3lypQuantum EspressoCpmas/Mashttps://purl.org/becyt/ford/1.3https://purl.org/becyt/ford/1<style type="text/css">p { margin-bottom: 0.25cm; direction: ltr; color: rgb(0, 0, 0); line-height: 120%; }p.western { font-family: "Times New Roman",serif; font-size: 12pt; }p.cjk { font-family: "Times New Roman",serif; font-size: 12pt; }p.ctl { font-family: "Times New Roman",serif; font-size: 12pt; }a:visited { color: rgb(128, 0, 128); }a.western:visited { }a.cjk:visited { }a.ctl:visited { }a:link { color: rgb(0, 0, 255); }Structural data are reported on sixteen ketoenols of β-diketones:solution NMR, solid-state NMR (CPMAS and MAS) and X-raycrystallography (eight compounds, where three are new). The emphasisis on the tautomerism between both ketoenols, in solution and in the solid statep { margin-bottom: 0.25cm; direction: ltr; color: rgb(0, 0, 0); line-height: 120%; }p.western { font-family: "Times New Roman",serif; font-size: 12pt; }p.cjk { font-family: "Times New Roman",serif; font-size: 12pt; }p.ctl { font-family: "Times New Roman",serif; font-size: 12pt; }a:visited { color: rgb(128, 0, 128); }a.western:visited { }a.cjk:visited { }a.ctl:visited { }a:link { color: rgb(0, 0, 255); }</style>Structural data are reported in sixteen ketoenols of beta diketones, solution NMR, solid-state NMR<br />(CPMAS and MAS) and X-ray crystallography (four compounds, where three are new). The emphasis is on the tautomerist between both ketoenols, both in solution and solid-state.  GIAO-B3LYP 6-311g (d,p)  and Quantum ESPRESSO (QE) calculations were used and compared. For average values, the GIAO-DMSO-PCM is enough but splittings can only be approached by using QE. A case of rotational disorder has been analyzed. Some anomalies related to C-F bonds and to the C-CF<sub>3</sub> group have been detected.Fil: Nieto, Carla I.. Universidad Autónoma de Madrid; EspañaFil: Abelaira, Pilar. Universidad Autónoma de Madrid; EspañaFil: Claramunt, Rosa M.. Universidad Autónoma de Madrid; EspañaFil: Cornago, Pilar. Universidad Autónoma de Madrid; EspañaFil: Sanz, Dionisia. Universidad Autónoma de Madrid; EspañaFil: Torralba, M. Carmen. Universidad Complutense de Madrid; EspañaFil: Torres, M. Rosario. Universidad Complutense de Madrid; EspañaFil: Ferraro, Marta Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Física de Buenos Aires. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Física de Buenos Aires; ArgentinaFil: Ibon Alkorta. Instituto de Quımica Medica; EspañaFil: Marín Luna, M.. Instituto de Quımica Medica; EspañaFil: Elguero, José. Instituto de Quımica Medica; EspañaSpringer/Plenum Publishers2016-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/47885Nieto, Carla I.; Abelaira, Pilar; Claramunt, Rosa M.; Cornago, Pilar; Sanz, Dionisia; et al.; The structure of b-diketones related to curcumin determined by X-ray crystallography, NMR (solution and solid state) and theoretical calculations; Springer/Plenum Publishers; Structural Chemistry; 27; 2; 1-2016; 705-7301040-0400CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1007/s11224-015-0704-7info:eu-repo/semantics/altIdentifier/url/https://link.springer.com/article/10.1007%2Fs11224-015-0704-7info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:38:50Zoai:ri.conicet.gov.ar:11336/47885instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-29 09:38:50.624CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv The structure of b-diketones related to curcumin determined by X-ray crystallography, NMR (solution and solid state) and theoretical calculations
title The structure of b-diketones related to curcumin determined by X-ray crystallography, NMR (solution and solid state) and theoretical calculations
spellingShingle The structure of b-diketones related to curcumin determined by X-ray crystallography, NMR (solution and solid state) and theoretical calculations
Nieto, Carla I.
Nmr
Giao/B3lyp
Quantum Espresso
Cpmas/Mas
title_short The structure of b-diketones related to curcumin determined by X-ray crystallography, NMR (solution and solid state) and theoretical calculations
title_full The structure of b-diketones related to curcumin determined by X-ray crystallography, NMR (solution and solid state) and theoretical calculations
title_fullStr The structure of b-diketones related to curcumin determined by X-ray crystallography, NMR (solution and solid state) and theoretical calculations
title_full_unstemmed The structure of b-diketones related to curcumin determined by X-ray crystallography, NMR (solution and solid state) and theoretical calculations
title_sort The structure of b-diketones related to curcumin determined by X-ray crystallography, NMR (solution and solid state) and theoretical calculations
dc.creator.none.fl_str_mv Nieto, Carla I.
Abelaira, Pilar
Claramunt, Rosa M.
Cornago, Pilar
Sanz, Dionisia
Torralba, M. Carmen
Torres, M. Rosario
Ferraro, Marta Beatriz
Ibon Alkorta
Marín Luna, M.
Elguero, José
author Nieto, Carla I.
author_facet Nieto, Carla I.
Abelaira, Pilar
Claramunt, Rosa M.
Cornago, Pilar
Sanz, Dionisia
Torralba, M. Carmen
Torres, M. Rosario
Ferraro, Marta Beatriz
Ibon Alkorta
Marín Luna, M.
Elguero, José
author_role author
author2 Abelaira, Pilar
Claramunt, Rosa M.
Cornago, Pilar
Sanz, Dionisia
Torralba, M. Carmen
Torres, M. Rosario
Ferraro, Marta Beatriz
Ibon Alkorta
Marín Luna, M.
Elguero, José
author2_role author
author
author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Nmr
Giao/B3lyp
Quantum Espresso
Cpmas/Mas
topic Nmr
Giao/B3lyp
Quantum Espresso
Cpmas/Mas
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.3
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv <style type="text/css">p { margin-bottom: 0.25cm; direction: ltr; color: rgb(0, 0, 0); line-height: 120%; }p.western { font-family: "Times New Roman",serif; font-size: 12pt; }p.cjk { font-family: "Times New Roman",serif; font-size: 12pt; }p.ctl { font-family: "Times New Roman",serif; font-size: 12pt; }a:visited { color: rgb(128, 0, 128); }a.western:visited { }a.cjk:visited { }a.ctl:visited { }a:link { color: rgb(0, 0, 255); }Structural data are reported on sixteen ketoenols of β-diketones:solution NMR, solid-state NMR (CPMAS and MAS) and X-raycrystallography (eight compounds, where three are new). The emphasisis on the tautomerism between both ketoenols, in solution and in the solid statep { margin-bottom: 0.25cm; direction: ltr; color: rgb(0, 0, 0); line-height: 120%; }p.western { font-family: "Times New Roman",serif; font-size: 12pt; }p.cjk { font-family: "Times New Roman",serif; font-size: 12pt; }p.ctl { font-family: "Times New Roman",serif; font-size: 12pt; }a:visited { color: rgb(128, 0, 128); }a.western:visited { }a.cjk:visited { }a.ctl:visited { }a:link { color: rgb(0, 0, 255); }</style>Structural data are reported in sixteen ketoenols of beta diketones, solution NMR, solid-state NMR<br />(CPMAS and MAS) and X-ray crystallography (four compounds, where three are new). The emphasis is on the tautomerist between both ketoenols, both in solution and solid-state.  GIAO-B3LYP 6-311g (d,p)  and Quantum ESPRESSO (QE) calculations were used and compared. For average values, the GIAO-DMSO-PCM is enough but splittings can only be approached by using QE. A case of rotational disorder has been analyzed. Some anomalies related to C-F bonds and to the C-CF<sub>3</sub> group have been detected.
Fil: Nieto, Carla I.. Universidad Autónoma de Madrid; España
Fil: Abelaira, Pilar. Universidad Autónoma de Madrid; España
Fil: Claramunt, Rosa M.. Universidad Autónoma de Madrid; España
Fil: Cornago, Pilar. Universidad Autónoma de Madrid; España
Fil: Sanz, Dionisia. Universidad Autónoma de Madrid; España
Fil: Torralba, M. Carmen. Universidad Complutense de Madrid; España
Fil: Torres, M. Rosario. Universidad Complutense de Madrid; España
Fil: Ferraro, Marta Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Física de Buenos Aires. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Física de Buenos Aires; Argentina
Fil: Ibon Alkorta. Instituto de Quımica Medica; España
Fil: Marín Luna, M.. Instituto de Quımica Medica; España
Fil: Elguero, José. Instituto de Quımica Medica; España
description <style type="text/css">p { margin-bottom: 0.25cm; direction: ltr; color: rgb(0, 0, 0); line-height: 120%; }p.western { font-family: "Times New Roman",serif; font-size: 12pt; }p.cjk { font-family: "Times New Roman",serif; font-size: 12pt; }p.ctl { font-family: "Times New Roman",serif; font-size: 12pt; }a:visited { color: rgb(128, 0, 128); }a.western:visited { }a.cjk:visited { }a.ctl:visited { }a:link { color: rgb(0, 0, 255); }Structural data are reported on sixteen ketoenols of β-diketones:solution NMR, solid-state NMR (CPMAS and MAS) and X-raycrystallography (eight compounds, where three are new). The emphasisis on the tautomerism between both ketoenols, in solution and in the solid statep { margin-bottom: 0.25cm; direction: ltr; color: rgb(0, 0, 0); line-height: 120%; }p.western { font-family: "Times New Roman",serif; font-size: 12pt; }p.cjk { font-family: "Times New Roman",serif; font-size: 12pt; }p.ctl { font-family: "Times New Roman",serif; font-size: 12pt; }a:visited { color: rgb(128, 0, 128); }a.western:visited { }a.cjk:visited { }a.ctl:visited { }a:link { color: rgb(0, 0, 255); }</style>Structural data are reported in sixteen ketoenols of beta diketones, solution NMR, solid-state NMR<br />(CPMAS and MAS) and X-ray crystallography (four compounds, where three are new). The emphasis is on the tautomerist between both ketoenols, both in solution and solid-state.  GIAO-B3LYP 6-311g (d,p)  and Quantum ESPRESSO (QE) calculations were used and compared. For average values, the GIAO-DMSO-PCM is enough but splittings can only be approached by using QE. A case of rotational disorder has been analyzed. Some anomalies related to C-F bonds and to the C-CF<sub>3</sub> group have been detected.
publishDate 2016
dc.date.none.fl_str_mv 2016-01
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/47885
Nieto, Carla I.; Abelaira, Pilar; Claramunt, Rosa M.; Cornago, Pilar; Sanz, Dionisia; et al.; The structure of b-diketones related to curcumin determined by X-ray crystallography, NMR (solution and solid state) and theoretical calculations; Springer/Plenum Publishers; Structural Chemistry; 27; 2; 1-2016; 705-730
1040-0400
CONICET Digital
CONICET
url http://hdl.handle.net/11336/47885
identifier_str_mv Nieto, Carla I.; Abelaira, Pilar; Claramunt, Rosa M.; Cornago, Pilar; Sanz, Dionisia; et al.; The structure of b-diketones related to curcumin determined by X-ray crystallography, NMR (solution and solid state) and theoretical calculations; Springer/Plenum Publishers; Structural Chemistry; 27; 2; 1-2016; 705-730
1040-0400
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1007/s11224-015-0704-7
info:eu-repo/semantics/altIdentifier/url/https://link.springer.com/article/10.1007%2Fs11224-015-0704-7
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Springer/Plenum Publishers
publisher.none.fl_str_mv Springer/Plenum Publishers
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 13.070432

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