Substituent effects in hydrogen bonding: DFT and QTAIM studies on acids and carboxylates complexes with formamide

Four series of hydrogen bonded complexes of formamide and substituted benzoic acids and benzoates were studied in the light of substituent effect on intermolecular interactions. The analysis based on energy of interaction, geometry, QTAIM-derived properties of hydrogen bond critical point and energy...

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Autor principal: Ośmiałowski, Borys
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Berlin Heidelberg 2014
Materias:
Original Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4139586/
https://www.ncbi.nlm.nih.gov/pubmed/25024009
http://dx.doi.org/10.1007/s00894-014-2356-8
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author Ośmiałowski, Borys
author_facet Ośmiałowski, Borys
author_sort Ośmiałowski, Borys
collection PubMed
description Four series of hydrogen bonded complexes of formamide and substituted benzoic acids and benzoates were studied in the light of substituent effect on intermolecular interactions. The analysis based on energy of interaction, geometry, QTAIM-derived properties of hydrogen bond critical point and energy of hydrogen bonds were made and discussed. The opposite effect of the substituent on hydrogen bond donor and acceptor in acid series was found and analyzed. The isodesmic reactions were used to further study the interaction preferences. [Figure: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (doi:10.1007/s00894-014-2356-8) contains supplementary material, which is available to authorized users.
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spelling pubmed-41395862014-08-26 Substituent effects in hydrogen bonding: DFT and QTAIM studies on acids and carboxylates complexes with formamide Ośmiałowski, Borys J Mol Model Original Paper Four series of hydrogen bonded complexes of formamide and substituted benzoic acids and benzoates were studied in the light of substituent effect on intermolecular interactions. The analysis based on energy of interaction, geometry, QTAIM-derived properties of hydrogen bond critical point and energy of hydrogen bonds were made and discussed. The opposite effect of the substituent on hydrogen bond donor and acceptor in acid series was found and analyzed. The isodesmic reactions were used to further study the interaction preferences. [Figure: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (doi:10.1007/s00894-014-2356-8) contains supplementary material, which is available to authorized users. Springer Berlin Heidelberg 2014-07-15 2014 /pmc/articles/PMC4139586/ /pubmed/25024009 http://dx.doi.org/10.1007/s00894-014-2356-8 Text en © The Author(s) 2014 https://creativecommons.org/licenses/by/4.0/ Open Access This article is distributed under the terms of the Creative Commons Attribution License which permits any use, distribution, and reproduction in any medium, provided the original author(s) and the source are credited.
spellingShingle Original Paper
Ośmiałowski, Borys
Substituent effects in hydrogen bonding: DFT and QTAIM studies on acids and carboxylates complexes with formamide
title Substituent effects in hydrogen bonding: DFT and QTAIM studies on acids and carboxylates complexes with formamide
title_full Substituent effects in hydrogen bonding: DFT and QTAIM studies on acids and carboxylates complexes with formamide
title_fullStr Substituent effects in hydrogen bonding: DFT and QTAIM studies on acids and carboxylates complexes with formamide
title_full_unstemmed Substituent effects in hydrogen bonding: DFT and QTAIM studies on acids and carboxylates complexes with formamide
title_short Substituent effects in hydrogen bonding: DFT and QTAIM studies on acids and carboxylates complexes with formamide
title_sort substituent effects in hydrogen bonding: dft and qtaim studies on acids and carboxylates complexes with formamide
topic Original Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4139586/
https://www.ncbi.nlm.nih.gov/pubmed/25024009
http://dx.doi.org/10.1007/s00894-014-2356-8
work_keys_str_mv AT osmiałowskiborys substituenteffectsinhydrogenbondingdftandqtaimstudiesonacidsandcarboxylatescomplexeswithformamide

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