Structural study of some unsaturated malononitriles using mass spectrometry and theoretical models

The study of tautomerism has gained relevance in the scientific community because several cellular processes occur through different tautomeric forms of certain compounds. The percentage of each tautomer in compounds with tautomerism capability depends on numerous factors, such as temperature and so...

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Detalles Bibliográficos
Autores principales: Garofalo, Federico Mariano, Gastaca, Belén, Albesa, Alberto Gustavo, Furlong, Jorge Javier Pedro, Allegretti, Patricia Ercilia, Giussi, Juan Martín
Formato: Articulo
Lenguaje:Inglés
Publicado: 2023
Materias:
Química
DFT calculations
nitrile-ketenimine tautomerism
NMR and mass spectrometry
unsaturated malononitriles
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/166618
Aporte de:
SEDICI (UNLP) de Universidad Nacional de La Plata
id I19-R120-10915-166618
record_format dspace
spelling I19-R120-10915-1666182024-05-31T20:08:36Z http://sedici.unlp.edu.ar/handle/10915/166618 Structural study of some unsaturated malononitriles using mass spectrometry and theoretical models Garofalo, Federico Mariano Gastaca, Belén Albesa, Alberto Gustavo Furlong, Jorge Javier Pedro Allegretti, Patricia Ercilia Giussi, Juan Martín 2023-04-06 2024-05-31T15:16:25Z en Química DFT calculations nitrile-ketenimine tautomerism NMR and mass spectrometry unsaturated malononitriles The study of tautomerism has gained relevance in the scientific community because several cellular processes occur through different tautomeric forms of certain compounds. The percentage of each tautomer in compounds with tautomerism capability depends on numerous factors, such as temperature and solvent polarity, among others; and, by changing the external conditions, equilibrium displacement can be established very quickly. This manuscript deals with nitrile–ketenimine tautomerism in some unsaturated malononitriles. This kind of compounds with two nitrile groups conjugated to a double bound is able to rearrange accessible hydrogens and provide new and complex structures of different functionalities. The authors' motivation for investigating these compounds lies in understanding their tautomeric behavior in solution and gas phases and to predict reaction deportment to then account for the final products obtained. Four unsaturated malononitriles were synthesized to study the substituent effect on equilibrium displacement. Characterization was performed using nuclear magnetic resonance (NMR) and tautomeric equilibrium in gas phase was evaluated by mass spectrometry. Correlation with theoretical calculations was carried out in order to comprehend the system behavior. Centro de Estudios de Compuestos Orgánicos Comisión de Investigaciones Científicas de la provincia de Buenos Aires Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas Articulo Articulo http://creativecommons.org/licenses/by-nc-sa/4.0/ Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0) application/pdf
institution Universidad Nacional de La Plata
institution_str I-19
repository_str R-120
collection SEDICI (UNLP)
language Inglés
topic Química
DFT calculations
nitrile-ketenimine tautomerism
NMR and mass spectrometry
unsaturated malononitriles
spellingShingle Química
DFT calculations
nitrile-ketenimine tautomerism
NMR and mass spectrometry
unsaturated malononitriles
Garofalo, Federico Mariano
Gastaca, Belén
Albesa, Alberto Gustavo
Furlong, Jorge Javier Pedro
Allegretti, Patricia Ercilia
Giussi, Juan Martín
Structural study of some unsaturated malononitriles using mass spectrometry and theoretical models
topic_facet Química
DFT calculations
nitrile-ketenimine tautomerism
NMR and mass spectrometry
unsaturated malononitriles
description The study of tautomerism has gained relevance in the scientific community because several cellular processes occur through different tautomeric forms of certain compounds. The percentage of each tautomer in compounds with tautomerism capability depends on numerous factors, such as temperature and solvent polarity, among others; and, by changing the external conditions, equilibrium displacement can be established very quickly. This manuscript deals with nitrile–ketenimine tautomerism in some unsaturated malononitriles. This kind of compounds with two nitrile groups conjugated to a double bound is able to rearrange accessible hydrogens and provide new and complex structures of different functionalities. The authors' motivation for investigating these compounds lies in understanding their tautomeric behavior in solution and gas phases and to predict reaction deportment to then account for the final products obtained. Four unsaturated malononitriles were synthesized to study the substituent effect on equilibrium displacement. Characterization was performed using nuclear magnetic resonance (NMR) and tautomeric equilibrium in gas phase was evaluated by mass spectrometry. Correlation with theoretical calculations was carried out in order to comprehend the system behavior.
format Articulo
Articulo
author Garofalo, Federico Mariano
Gastaca, Belén
Albesa, Alberto Gustavo
Furlong, Jorge Javier Pedro
Allegretti, Patricia Ercilia
Giussi, Juan Martín
author_facet Garofalo, Federico Mariano
Gastaca, Belén
Albesa, Alberto Gustavo
Furlong, Jorge Javier Pedro
Allegretti, Patricia Ercilia
Giussi, Juan Martín
author_sort Garofalo, Federico Mariano
title Structural study of some unsaturated malononitriles using mass spectrometry and theoretical models
title_short Structural study of some unsaturated malononitriles using mass spectrometry and theoretical models
title_full Structural study of some unsaturated malononitriles using mass spectrometry and theoretical models
title_fullStr Structural study of some unsaturated malononitriles using mass spectrometry and theoretical models
title_full_unstemmed Structural study of some unsaturated malononitriles using mass spectrometry and theoretical models
title_sort structural study of some unsaturated malononitriles using mass spectrometry and theoretical models
publishDate 2023
url http://sedici.unlp.edu.ar/handle/10915/166618
work_keys_str_mv AT garofalofedericomariano structuralstudyofsomeunsaturatedmalononitrilesusingmassspectrometryandtheoreticalmodels
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