A structural and vibrational study of dehydrofukinone combining FTIR, FTRaman, UV–visible and NMR spectroscopies with DFT calculations

Autores
Lizarraga, Emilio Fernando; Romano, Élida; Raschi, Ana Beatriz; Leyton, Patricio; Paipa, Carolina; Catalan, Cesar Atilio Nazareno; Brandan, Silvia Antonia
Año de publicación
2013
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The vibrational and electronic properties of 4b,5b-eremophil-7(11)9-dien-8-one, also known as dehydrofukinone (DHF), have been investigated by using experimental FT-IR, FT-Raman, NMR and UV spectra techniques and density functional theory (DFT) employing B3LYP exchange correlation with the 6-31G and 6-311++G basis sets. The calculated vibrational frequencies and the chemical shifts were successfully compared with the corresponding experimental values. The DFT calculations were combined with the Pulay’s scaled quantum mechanical force field (SQMFF) methodology in order to perform a complete assignment of the observed bands in the vibrational spectra. The comparison of the theoretical ultraviolet–visible spectrum with the corresponding experimental demonstrates a good concordance. The natural bond orbital (NBO) study reveals for the isopropyliden and the two rings of DHF the characteristics of the electronic delocalization, while the corresponding topological properties of electronic charge density were analyzed by employing Bader’s Atoms in the Molecules theory (AIM).
Fil: Lizarraga, Emilio Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina
Fil: Romano, Élida. Universidad Nacional de Tucuman. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorganica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Raschi, Ana Beatriz. Universidad Nacional de Tucuman. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorganica; Argentina
Fil: Leyton, Patricio. Pontificia Universidad Catolica de Valparaiso; Chile
Fil: Paipa, Carolina. Universidad de Playa Ancha; Chile
Fil: Catalan, Cesar Atilio Nazareno. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina
Fil: Brandan, Silvia Antonia. Universidad Nacional de Tucuman. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorganica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Materia
Dehydrofukinone
Vibrational Spectra
Molecular Structure
Force Field
Dft Calculations
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/26752
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/26752
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling A structural and vibrational study of dehydrofukinone combining FTIR, FTRaman, UV–visible and NMR spectroscopies with DFT calculationsLizarraga, Emilio FernandoRomano, ÉlidaRaschi, Ana BeatrizLeyton, PatricioPaipa, CarolinaCatalan, Cesar Atilio NazarenoBrandan, Silvia AntoniaDehydrofukinoneVibrational SpectraMolecular StructureForce FieldDft Calculationshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The vibrational and electronic properties of 4b,5b-eremophil-7(11)9-dien-8-one, also known as dehydrofukinone (DHF), have been investigated by using experimental FT-IR, FT-Raman, NMR and UV spectra techniques and density functional theory (DFT) employing B3LYP exchange correlation with the 6-31G and 6-311++G basis sets. The calculated vibrational frequencies and the chemical shifts were successfully compared with the corresponding experimental values. The DFT calculations were combined with the Pulay’s scaled quantum mechanical force field (SQMFF) methodology in order to perform a complete assignment of the observed bands in the vibrational spectra. The comparison of the theoretical ultraviolet–visible spectrum with the corresponding experimental demonstrates a good concordance. The natural bond orbital (NBO) study reveals for the isopropyliden and the two rings of DHF the characteristics of the electronic delocalization, while the corresponding topological properties of electronic charge density were analyzed by employing Bader’s Atoms in the Molecules theory (AIM).Fil: Lizarraga, Emilio Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; ArgentinaFil: Romano, Élida. Universidad Nacional de Tucuman. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorganica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Raschi, Ana Beatriz. Universidad Nacional de Tucuman. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorganica; ArgentinaFil: Leyton, Patricio. Pontificia Universidad Catolica de Valparaiso; ChileFil: Paipa, Carolina. Universidad de Playa Ancha; ChileFil: Catalan, Cesar Atilio Nazareno. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; ArgentinaFil: Brandan, Silvia Antonia. Universidad Nacional de Tucuman. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorganica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaElsevier Science2013-06info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/26752Lizarraga, Emilio Fernando; Romano, Élida; Raschi, Ana Beatriz; Leyton, Patricio; Paipa, Carolina; et al.; A structural and vibrational study of dehydrofukinone combining FTIR, FTRaman, UV–visible and NMR spectroscopies with DFT calculations; Elsevier Science; Journal Of Molecular Structure; 1048; 6-2013; 331-3380022-2860CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.molstruc.2013.05.067info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0022286013005280info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T10:07:47Zoai:ri.conicet.gov.ar:11336/26752instacron: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:34982025-09-03 10:07:47.235CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv A structural and vibrational study of dehydrofukinone combining FTIR, FTRaman, UV–visible and NMR spectroscopies with DFT calculations
title A structural and vibrational study of dehydrofukinone combining FTIR, FTRaman, UV–visible and NMR spectroscopies with DFT calculations
spellingShingle A structural and vibrational study of dehydrofukinone combining FTIR, FTRaman, UV–visible and NMR spectroscopies with DFT calculations
Lizarraga, Emilio Fernando
Dehydrofukinone
Vibrational Spectra
Molecular Structure
Force Field
Dft Calculations
title_short A structural and vibrational study of dehydrofukinone combining FTIR, FTRaman, UV–visible and NMR spectroscopies with DFT calculations
title_full A structural and vibrational study of dehydrofukinone combining FTIR, FTRaman, UV–visible and NMR spectroscopies with DFT calculations
title_fullStr A structural and vibrational study of dehydrofukinone combining FTIR, FTRaman, UV–visible and NMR spectroscopies with DFT calculations
title_full_unstemmed A structural and vibrational study of dehydrofukinone combining FTIR, FTRaman, UV–visible and NMR spectroscopies with DFT calculations
title_sort A structural and vibrational study of dehydrofukinone combining FTIR, FTRaman, UV–visible and NMR spectroscopies with DFT calculations
dc.creator.none.fl_str_mv Lizarraga, Emilio Fernando
Romano, Élida
Raschi, Ana Beatriz
Leyton, Patricio
Paipa, Carolina
Catalan, Cesar Atilio Nazareno
Brandan, Silvia Antonia
author Lizarraga, Emilio Fernando
author_facet Lizarraga, Emilio Fernando
Romano, Élida
Raschi, Ana Beatriz
Leyton, Patricio
Paipa, Carolina
Catalan, Cesar Atilio Nazareno
Brandan, Silvia Antonia
author_role author
author2 Romano, Élida
Raschi, Ana Beatriz
Leyton, Patricio
Paipa, Carolina
Catalan, Cesar Atilio Nazareno
Brandan, Silvia Antonia
author2_role author
author
author
author
author
author
dc.subject.none.fl_str_mv Dehydrofukinone
Vibrational Spectra
Molecular Structure
Force Field
Dft Calculations
topic Dehydrofukinone
Vibrational Spectra
Molecular Structure
Force Field
Dft Calculations
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The vibrational and electronic properties of 4b,5b-eremophil-7(11)9-dien-8-one, also known as dehydrofukinone (DHF), have been investigated by using experimental FT-IR, FT-Raman, NMR and UV spectra techniques and density functional theory (DFT) employing B3LYP exchange correlation with the 6-31G and 6-311++G basis sets. The calculated vibrational frequencies and the chemical shifts were successfully compared with the corresponding experimental values. The DFT calculations were combined with the Pulay’s scaled quantum mechanical force field (SQMFF) methodology in order to perform a complete assignment of the observed bands in the vibrational spectra. The comparison of the theoretical ultraviolet–visible spectrum with the corresponding experimental demonstrates a good concordance. The natural bond orbital (NBO) study reveals for the isopropyliden and the two rings of DHF the characteristics of the electronic delocalization, while the corresponding topological properties of electronic charge density were analyzed by employing Bader’s Atoms in the Molecules theory (AIM).
Fil: Lizarraga, Emilio Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina
Fil: Romano, Élida. Universidad Nacional de Tucuman. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorganica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Raschi, Ana Beatriz. Universidad Nacional de Tucuman. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorganica; Argentina
Fil: Leyton, Patricio. Pontificia Universidad Catolica de Valparaiso; Chile
Fil: Paipa, Carolina. Universidad de Playa Ancha; Chile
Fil: Catalan, Cesar Atilio Nazareno. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina
Fil: Brandan, Silvia Antonia. Universidad Nacional de Tucuman. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorganica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
description The vibrational and electronic properties of 4b,5b-eremophil-7(11)9-dien-8-one, also known as dehydrofukinone (DHF), have been investigated by using experimental FT-IR, FT-Raman, NMR and UV spectra techniques and density functional theory (DFT) employing B3LYP exchange correlation with the 6-31G and 6-311++G basis sets. The calculated vibrational frequencies and the chemical shifts were successfully compared with the corresponding experimental values. The DFT calculations were combined with the Pulay’s scaled quantum mechanical force field (SQMFF) methodology in order to perform a complete assignment of the observed bands in the vibrational spectra. The comparison of the theoretical ultraviolet–visible spectrum with the corresponding experimental demonstrates a good concordance. The natural bond orbital (NBO) study reveals for the isopropyliden and the two rings of DHF the characteristics of the electronic delocalization, while the corresponding topological properties of electronic charge density were analyzed by employing Bader’s Atoms in the Molecules theory (AIM).
publishDate 2013
dc.date.none.fl_str_mv 2013-06
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/11336/26752
Lizarraga, Emilio Fernando; Romano, Élida; Raschi, Ana Beatriz; Leyton, Patricio; Paipa, Carolina; et al.; A structural and vibrational study of dehydrofukinone combining FTIR, FTRaman, UV–visible and NMR spectroscopies with DFT calculations; Elsevier Science; Journal Of Molecular Structure; 1048; 6-2013; 331-338
0022-2860
CONICET Digital
CONICET
url http://hdl.handle.net/11336/26752
identifier_str_mv Lizarraga, Emilio Fernando; Romano, Élida; Raschi, Ana Beatriz; Leyton, Patricio; Paipa, Carolina; et al.; A structural and vibrational study of dehydrofukinone combining FTIR, FTRaman, UV–visible and NMR spectroscopies with DFT calculations; Elsevier Science; Journal Of Molecular Structure; 1048; 6-2013; 331-338
0022-2860
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molstruc.2013.05.067
info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0022286013005280
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Science
publisher.none.fl_str_mv Elsevier Science
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 12.885934

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