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

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 hydraz...

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Autores principales: Ferraresi Curotto, Verónica, Echeverría, Gustavo Alberto, Piro, Oscar Enrique, Pis Diez, Reinaldo, González Baró, Ana Cecilia
Formato: Articulo
Lenguaje:Inglés
Publicado: 2017
Materias:
Química
Crystal structures
Spectroscopy
DFT calculations
Isoniazid
Schiff bases
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/146964
Aporte de:
SEDICI (UNLP) de Universidad Nacional de La Plata
id I19-R120-10915-146964
record_format dspace
institution Universidad Nacional de La Plata
institution_str I-19
repository_str R-120
collection SEDICI (UNLP)
language Inglés
topic Química
Crystal structures
Spectroscopy
DFT calculations
Isoniazid
Schiff bases
spellingShingle Química
Crystal structures
Spectroscopy
DFT calculations
Isoniazid
Schiff bases
Ferraresi Curotto, Verónica
Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Pis Diez, Reinaldo
González Baró, Ana Cecilia
Synthesis and characterization of a series of isoniazid hydrazones : Spectroscopic and theoretical study
topic_facet Química
Crystal structures
Spectroscopy
DFT calculations
Isoniazid
Schiff bases
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.
format Articulo
Articulo
author Ferraresi Curotto, Verónica
Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Pis Diez, Reinaldo
González Baró, Ana Cecilia
author_facet Ferraresi Curotto, Verónica
Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Pis Diez, Reinaldo
González Baró, Ana Cecilia
author_sort Ferraresi Curotto, Verónica
title Synthesis and characterization of a series of isoniazid hydrazones : Spectroscopic and theoretical study
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
publishDate 2017
url http://sedici.unlp.edu.ar/handle/10915/146964
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AT pirooscarenrique synthesisandcharacterizationofaseriesofisoniazidhydrazonesspectroscopicandtheoreticalstudy
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