Synthesis, Experimental and Theoretical Study of Azidochromones

Autores
Nárvaez Ordóñez, Ena Gabriela; Pabón Carcelén, Kevin A.; Zurita Saltos, Daniel A.; Bonilla Valladares, Pablo M.; Yánez Darquea, Trosky G.; Ramos Guerrero, Luis A.; Ulic, Sonia Elizabeth; Jios, Jorge Luis; Echeverría, Gustavo Alberto; Piro, Oscar Enrique; Langer, Peter; Alcívar León, Christian David; Heredia Moya, Jorge
Año de publicación
2022
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A series of 2-(haloalkyl)-3-azidomethyl and 6-azido chromones has been synthetized, characterized and studied by theoretical (DFT calculations) and spectroscopic methods (UV-Vis, NMR). The crystal structure of 3-azidomethyl-2-difluoromethyl chromone, determined by X-ray diffraction methods, shows a planar framework due to extended π-bond delocalization. Its molecular packing is stabilized by F∙∙∙H, N∙∙∙H and O∙∙∙H hydrogen bonds, π∙∙∙π stacking and C–O∙∙∙π intermolecular interactions. Moreover, AIM, NCI and Hirshfeld analysis evidenced that azido moiety has a significant role in the stabilization of crystal packing through weak intermolecular interactions, where analysis of electronic density suggested closed-shell (CS) interatomic interactions.
Centro de Química Inorgánica
Instituto de Física La Plata
Materia
Química
Física
azidochromone
spectroscopic properties
structural X-ray diffraction
quantum chemical calculations
Hirshfeld surface analysis
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/156975

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repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling Synthesis, Experimental and Theoretical Study of AzidochromonesNárvaez Ordóñez, Ena GabrielaPabón Carcelén, Kevin A.Zurita Saltos, Daniel A.Bonilla Valladares, Pablo M.Yánez Darquea, Trosky G.Ramos Guerrero, Luis A.Ulic, Sonia ElizabethJios, Jorge LuisEcheverría, Gustavo AlbertoPiro, Oscar EnriqueLanger, PeterAlcívar León, Christian DavidHeredia Moya, JorgeQuímicaFísicaazidochromonespectroscopic propertiesstructural X-ray diffractionquantum chemical calculationsHirshfeld surface analysisA series of 2-(haloalkyl)-3-azidomethyl and 6-azido chromones has been synthetized, characterized and studied by theoretical (DFT calculations) and spectroscopic methods (UV-Vis, NMR). The crystal structure of 3-azidomethyl-2-difluoromethyl chromone, determined by X-ray diffraction methods, shows a planar framework due to extended π-bond delocalization. Its molecular packing is stabilized by F∙∙∙H, N∙∙∙H and O∙∙∙H hydrogen bonds, π∙∙∙π stacking and C–O∙∙∙π intermolecular interactions. Moreover, AIM, NCI and Hirshfeld analysis evidenced that azido moiety has a significant role in the stabilization of crystal packing through weak intermolecular interactions, where analysis of electronic density suggested closed-shell (CS) interatomic interactions.Centro de Química InorgánicaInstituto de Física La Plata2022info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfhttp://sedici.unlp.edu.ar/handle/10915/156975enginfo:eu-repo/semantics/altIdentifier/issn/1420-3049info:eu-repo/semantics/altIdentifier/doi/10.3390/molecules27092636info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by/4.0/Creative Commons Attribution 4.0 International (CC BY 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-09-29T11:40:51Zoai:sedici.unlp.edu.ar:10915/156975Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-29 11:40:51.994SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv Synthesis, Experimental and Theoretical Study of Azidochromones
title Synthesis, Experimental and Theoretical Study of Azidochromones
spellingShingle Synthesis, Experimental and Theoretical Study of Azidochromones
Nárvaez Ordóñez, Ena Gabriela
Química
Física
azidochromone
spectroscopic properties
structural X-ray diffraction
quantum chemical calculations
Hirshfeld surface analysis
title_short Synthesis, Experimental and Theoretical Study of Azidochromones
title_full Synthesis, Experimental and Theoretical Study of Azidochromones
title_fullStr Synthesis, Experimental and Theoretical Study of Azidochromones
title_full_unstemmed Synthesis, Experimental and Theoretical Study of Azidochromones
title_sort Synthesis, Experimental and Theoretical Study of Azidochromones
dc.creator.none.fl_str_mv Nárvaez Ordóñez, Ena Gabriela
Pabón Carcelén, Kevin A.
Zurita Saltos, Daniel A.
Bonilla Valladares, Pablo M.
Yánez Darquea, Trosky G.
Ramos Guerrero, Luis A.
Ulic, Sonia Elizabeth
Jios, Jorge Luis
Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Langer, Peter
Alcívar León, Christian David
Heredia Moya, Jorge
author Nárvaez Ordóñez, Ena Gabriela
author_facet Nárvaez Ordóñez, Ena Gabriela
Pabón Carcelén, Kevin A.
Zurita Saltos, Daniel A.
Bonilla Valladares, Pablo M.
Yánez Darquea, Trosky G.
Ramos Guerrero, Luis A.
Ulic, Sonia Elizabeth
Jios, Jorge Luis
Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Langer, Peter
Alcívar León, Christian David
Heredia Moya, Jorge
author_role author
author2 Pabón Carcelén, Kevin A.
Zurita Saltos, Daniel A.
Bonilla Valladares, Pablo M.
Yánez Darquea, Trosky G.
Ramos Guerrero, Luis A.
Ulic, Sonia Elizabeth
Jios, Jorge Luis
Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Langer, Peter
Alcívar León, Christian David
Heredia Moya, Jorge
author2_role author
author
author
author
author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Química
Física
azidochromone
spectroscopic properties
structural X-ray diffraction
quantum chemical calculations
Hirshfeld surface analysis
topic Química
Física
azidochromone
spectroscopic properties
structural X-ray diffraction
quantum chemical calculations
Hirshfeld surface analysis
dc.description.none.fl_txt_mv A series of 2-(haloalkyl)-3-azidomethyl and 6-azido chromones has been synthetized, characterized and studied by theoretical (DFT calculations) and spectroscopic methods (UV-Vis, NMR). The crystal structure of 3-azidomethyl-2-difluoromethyl chromone, determined by X-ray diffraction methods, shows a planar framework due to extended π-bond delocalization. Its molecular packing is stabilized by F∙∙∙H, N∙∙∙H and O∙∙∙H hydrogen bonds, π∙∙∙π stacking and C–O∙∙∙π intermolecular interactions. Moreover, AIM, NCI and Hirshfeld analysis evidenced that azido moiety has a significant role in the stabilization of crystal packing through weak intermolecular interactions, where analysis of electronic density suggested closed-shell (CS) interatomic interactions.
Centro de Química Inorgánica
Instituto de Física La Plata
description A series of 2-(haloalkyl)-3-azidomethyl and 6-azido chromones has been synthetized, characterized and studied by theoretical (DFT calculations) and spectroscopic methods (UV-Vis, NMR). The crystal structure of 3-azidomethyl-2-difluoromethyl chromone, determined by X-ray diffraction methods, shows a planar framework due to extended π-bond delocalization. Its molecular packing is stabilized by F∙∙∙H, N∙∙∙H and O∙∙∙H hydrogen bonds, π∙∙∙π stacking and C–O∙∙∙π intermolecular interactions. Moreover, AIM, NCI and Hirshfeld analysis evidenced that azido moiety has a significant role in the stabilization of crystal packing through weak intermolecular interactions, where analysis of electronic density suggested closed-shell (CS) interatomic interactions.
publishDate 2022
dc.date.none.fl_str_mv 2022
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
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://sedici.unlp.edu.ar/handle/10915/156975
url http://sedici.unlp.edu.ar/handle/10915/156975
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/issn/1420-3049
info:eu-repo/semantics/altIdentifier/doi/10.3390/molecules27092636
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by/4.0/
Creative Commons Attribution 4.0 International (CC BY 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by/4.0/
Creative Commons Attribution 4.0 International (CC BY 4.0)
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:SEDICI (UNLP)
instname:Universidad Nacional de La Plata
instacron:UNLP
reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
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