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Electron-topological, energetic and π-electron delocalization analysis of ketoenamine-enolimine tautomeric equilibrium

The ketoenamine-enolimine tautometic equilibrium has been studied by the analysis of aromaticity and electron-topological parameters. The influence of substituents on the energy of the transition state and of the tautomeric forms has been investigated for different positions of chelate chain. The qu...

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Detalles Bibliográficos
Autores principales: Martyniak, Agata, Lipkowski, Pawel, Boens, Noel, Filarowski, Aleksander
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer-Verlag 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3249559/
https://www.ncbi.nlm.nih.gov/pubmed/21523531
http://dx.doi.org/10.1007/s00894-011-1075-7
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author Martyniak, Agata
Lipkowski, Pawel
Boens, Noel
Filarowski, Aleksander
author_facet Martyniak, Agata
Lipkowski, Pawel
Boens, Noel
Filarowski, Aleksander
author_sort Martyniak, Agata
collection PubMed
description The ketoenamine-enolimine tautometic equilibrium has been studied by the analysis of aromaticity and electron-topological parameters. The influence of substituents on the energy of the transition state and of the tautomeric forms has been investigated for different positions of chelate chain. The quantum theory of atoms in molecules method (QTAIM) has been applied to study changes in the electron-topological parameters of the molecule with respect to the tautomeric equilibrium in intramolecular hydrogen bond. Dependencies of the HOMA aromaticity index and electron density at the critical points defining aromaticity and electronic state of the chelate chain on the transition state (TS), OH and HN tautomeric forms have been obtained.
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spelling pubmed-32495592012-01-11 Electron-topological, energetic and π-electron delocalization analysis of ketoenamine-enolimine tautomeric equilibrium Martyniak, Agata Lipkowski, Pawel Boens, Noel Filarowski, Aleksander J Mol Model Original Paper The ketoenamine-enolimine tautometic equilibrium has been studied by the analysis of aromaticity and electron-topological parameters. The influence of substituents on the energy of the transition state and of the tautomeric forms has been investigated for different positions of chelate chain. The quantum theory of atoms in molecules method (QTAIM) has been applied to study changes in the electron-topological parameters of the molecule with respect to the tautomeric equilibrium in intramolecular hydrogen bond. Dependencies of the HOMA aromaticity index and electron density at the critical points defining aromaticity and electronic state of the chelate chain on the transition state (TS), OH and HN tautomeric forms have been obtained. Springer-Verlag 2011-04-27 2012 /pmc/articles/PMC3249559/ /pubmed/21523531 http://dx.doi.org/10.1007/s00894-011-1075-7 Text en © The Author(s) 2011 https://creativecommons.org/licenses/by-nc/4.0/ This article is distributed under the terms of the Creative Commons Attribution Noncommercial License which permits any noncommercial use, distribution, and reproduction in any medium, provided the original author(s) and source are credited.
spellingShingle Original Paper
Martyniak, Agata
Lipkowski, Pawel
Boens, Noel
Filarowski, Aleksander
Electron-topological, energetic and π-electron delocalization analysis of ketoenamine-enolimine tautomeric equilibrium
title Electron-topological, energetic and π-electron delocalization analysis of ketoenamine-enolimine tautomeric equilibrium
title_full Electron-topological, energetic and π-electron delocalization analysis of ketoenamine-enolimine tautomeric equilibrium
title_fullStr Electron-topological, energetic and π-electron delocalization analysis of ketoenamine-enolimine tautomeric equilibrium
title_full_unstemmed Electron-topological, energetic and π-electron delocalization analysis of ketoenamine-enolimine tautomeric equilibrium
title_short Electron-topological, energetic and π-electron delocalization analysis of ketoenamine-enolimine tautomeric equilibrium
title_sort electron-topological, energetic and π-electron delocalization analysis of ketoenamine-enolimine tautomeric equilibrium
topic Original Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3249559/
https://www.ncbi.nlm.nih.gov/pubmed/21523531
http://dx.doi.org/10.1007/s00894-011-1075-7
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