Synthesis and characterization of a series of isoniazid hydrazones : Spectroscopic and theoretical study

Autores
Ferraresi Curotto, Verónica; Echeverría, Gustavo Alberto; Piro, Oscar Enrique; Pis Diez, Reinaldo; González Baró, Ana Cecilia
Año de publicación
2017
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A family of hydrazones of isoniazid and a group of hydroxybenzalaldehydes (vanillin, 5-bromovanillin, 5- chlorosalicylaldehyde and 5-bromosalicylaldehyde) were obtained and fully characterized. The results, including theoretical data, are comparatively analyzed along with the already reported hydrazone of ovanillin. The crystal structures of three compounds were determined. The hydrazones obtained from halogenated aldehydes are isomorphic and chiral to each other. Structures are further stabilized by (pyr) NHþ/Cl and OwH/Cl bonds. The vanillin hydrazone shows a conformer that differs from the previously reported. Neighboring molecules are linked to each other through OH/N(pyr) bonds, giving rise to a nearly planar polymeric structure. The conformational space was searched and geometries were optimized both in the gas phase and including solvent effects by DFT. Results are extended to describe the 5-bromovanillin hydrazone. FTIR, NMR and electronic spectra were measured and assigned with the help of computational calculations.
Centro de Química Inorgánica
Instituto de Física La Plata
Materia
Química
Crystal structures
Spectroscopy
DFT calculations
Isoniazid
Schiff bases
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:10915/146964
Acceder
id SEDICI_2b50b3ce9616c57eb4e84b464e83f466
oai_identifier_str oai:sedici.unlp.edu.ar:10915/146964
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling Synthesis and characterization of a series of isoniazid hydrazones : Spectroscopic and theoretical studyFerraresi Curotto, VerónicaEcheverría, Gustavo AlbertoPiro, Oscar EnriquePis Diez, ReinaldoGonzález Baró, Ana CeciliaQuímicaCrystal structuresSpectroscopyDFT calculationsIsoniazidSchiff basesA family of hydrazones of isoniazid and a group of hydroxybenzalaldehydes (vanillin, 5-bromovanillin, 5- chlorosalicylaldehyde and 5-bromosalicylaldehyde) were obtained and fully characterized. The results, including theoretical data, are comparatively analyzed along with the already reported hydrazone of ovanillin. The crystal structures of three compounds were determined. The hydrazones obtained from halogenated aldehydes are isomorphic and chiral to each other. Structures are further stabilized by (pyr) NHþ/Cl and OwH/Cl bonds. The vanillin hydrazone shows a conformer that differs from the previously reported. Neighboring molecules are linked to each other through OH/N(pyr) bonds, giving rise to a nearly planar polymeric structure. The conformational space was searched and geometries were optimized both in the gas phase and including solvent effects by DFT. Results are extended to describe the 5-bromovanillin hydrazone. FTIR, NMR and electronic spectra were measured and assigned with the help of computational calculations.Centro de Química InorgánicaInstituto de Física La Plata2017info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf436-447http://sedici.unlp.edu.ar/handle/10915/146964enginfo:eu-repo/semantics/altIdentifier/issn/0022-2860info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molstruc.2016.12.018info: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:UNLP2025-09-29T11:37:32Zoai:sedici.unlp.edu.ar:10915/146964Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-29 11:37:32.606SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv Synthesis and characterization of a series of isoniazid hydrazones : Spectroscopic and theoretical study
title Synthesis and characterization of a series of isoniazid hydrazones : Spectroscopic and theoretical study
spellingShingle Synthesis and characterization of a series of isoniazid hydrazones : Spectroscopic and theoretical study
Ferraresi Curotto, Verónica
Química
Crystal structures
Spectroscopy
DFT calculations
Isoniazid
Schiff bases
title_short Synthesis and characterization of a series of isoniazid hydrazones : Spectroscopic and theoretical study
title_full Synthesis and characterization of a series of isoniazid hydrazones : Spectroscopic and theoretical study
title_fullStr Synthesis and characterization of a series of isoniazid hydrazones : Spectroscopic and theoretical study
title_full_unstemmed Synthesis and characterization of a series of isoniazid hydrazones : Spectroscopic and theoretical study
title_sort Synthesis and characterization of a series of isoniazid hydrazones : Spectroscopic and theoretical study
dc.creator.none.fl_str_mv Ferraresi Curotto, Verónica
Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Pis Diez, Reinaldo
González Baró, Ana Cecilia
author Ferraresi Curotto, Verónica
author_facet Ferraresi Curotto, Verónica
Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Pis Diez, Reinaldo
González Baró, Ana Cecilia
author_role author
author2 Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Pis Diez, Reinaldo
González Baró, Ana Cecilia
author2_role author
author
author
author
dc.subject.none.fl_str_mv Química
Crystal structures
Spectroscopy
DFT calculations
Isoniazid
Schiff bases
topic Química
Crystal structures
Spectroscopy
DFT calculations
Isoniazid
Schiff bases
dc.description.none.fl_txt_mv A family of hydrazones of isoniazid and a group of hydroxybenzalaldehydes (vanillin, 5-bromovanillin, 5- chlorosalicylaldehyde and 5-bromosalicylaldehyde) were obtained and fully characterized. The results, including theoretical data, are comparatively analyzed along with the already reported hydrazone of ovanillin. The crystal structures of three compounds were determined. The hydrazones obtained from halogenated aldehydes are isomorphic and chiral to each other. Structures are further stabilized by (pyr) NHþ/Cl and OwH/Cl bonds. The vanillin hydrazone shows a conformer that differs from the previously reported. Neighboring molecules are linked to each other through OH/N(pyr) bonds, giving rise to a nearly planar polymeric structure. The conformational space was searched and geometries were optimized both in the gas phase and including solvent effects by DFT. Results are extended to describe the 5-bromovanillin hydrazone. FTIR, NMR and electronic spectra were measured and assigned with the help of computational calculations.
Centro de Química Inorgánica
Instituto de Física La Plata
description A family of hydrazones of isoniazid and a group of hydroxybenzalaldehydes (vanillin, 5-bromovanillin, 5- chlorosalicylaldehyde and 5-bromosalicylaldehyde) were obtained and fully characterized. The results, including theoretical data, are comparatively analyzed along with the already reported hydrazone of ovanillin. The crystal structures of three compounds were determined. The hydrazones obtained from halogenated aldehydes are isomorphic and chiral to each other. Structures are further stabilized by (pyr) NHþ/Cl and OwH/Cl bonds. The vanillin hydrazone shows a conformer that differs from the previously reported. Neighboring molecules are linked to each other through OH/N(pyr) bonds, giving rise to a nearly planar polymeric structure. The conformational space was searched and geometries were optimized both in the gas phase and including solvent effects by DFT. Results are extended to describe the 5-bromovanillin hydrazone. FTIR, NMR and electronic spectra were measured and assigned with the help of computational calculations.
publishDate 2017
dc.date.none.fl_str_mv 2017
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/10915/146964
url http://sedici.unlp.edu.ar/handle/10915/146964
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/issn/0022-2860
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molstruc.2016.12.018
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
436-447
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
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
_version_ 1844616252030451712
score 13.070432

Publicaciones similares