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Adduct under Field—A Qualitative Approach to Account for Solvent Effect on Hydrogen Bonding
The location of a mobile proton in acid-base complexes in aprotic solvents can be predicted using a simplified Adduct under Field (AuF) approach, where solute–solvent effects on the geometry of hydrogen bond are simulated using a fictitious external electric field. The parameters of the field have b...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7037398/ https://www.ncbi.nlm.nih.gov/pubmed/31973045 http://dx.doi.org/10.3390/molecules25030436 |
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author | Shenderovich, Ilya G. Denisov, Gleb S. |
author_facet | Shenderovich, Ilya G. Denisov, Gleb S. |
author_sort | Shenderovich, Ilya G. |
collection | PubMed |
description | The location of a mobile proton in acid-base complexes in aprotic solvents can be predicted using a simplified Adduct under Field (AuF) approach, where solute–solvent effects on the geometry of hydrogen bond are simulated using a fictitious external electric field. The parameters of the field have been estimated using experimental data on acid-base complexes in CDF(3)/CDClF(2). With some limitations, they can be applied to the chemically similar CHCl(3) and CH(2)Cl(2). The obtained data indicate that the solute–solvent effects are critically important regardless of the type of complexes. The temperature dependences of the strength and fluctuation rate of the field explain the behavior of experimentally measured parameters. |
format | Online Article Text |
id | pubmed-7037398 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-70373982020-03-11 Adduct under Field—A Qualitative Approach to Account for Solvent Effect on Hydrogen Bonding Shenderovich, Ilya G. Denisov, Gleb S. Molecules Article The location of a mobile proton in acid-base complexes in aprotic solvents can be predicted using a simplified Adduct under Field (AuF) approach, where solute–solvent effects on the geometry of hydrogen bond are simulated using a fictitious external electric field. The parameters of the field have been estimated using experimental data on acid-base complexes in CDF(3)/CDClF(2). With some limitations, they can be applied to the chemically similar CHCl(3) and CH(2)Cl(2). The obtained data indicate that the solute–solvent effects are critically important regardless of the type of complexes. The temperature dependences of the strength and fluctuation rate of the field explain the behavior of experimentally measured parameters. MDPI 2020-01-21 /pmc/articles/PMC7037398/ /pubmed/31973045 http://dx.doi.org/10.3390/molecules25030436 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Shenderovich, Ilya G. Denisov, Gleb S. Adduct under Field—A Qualitative Approach to Account for Solvent Effect on Hydrogen Bonding |
title | Adduct under Field—A Qualitative Approach to Account for Solvent Effect on Hydrogen Bonding |
title_full | Adduct under Field—A Qualitative Approach to Account for Solvent Effect on Hydrogen Bonding |
title_fullStr | Adduct under Field—A Qualitative Approach to Account for Solvent Effect on Hydrogen Bonding |
title_full_unstemmed | Adduct under Field—A Qualitative Approach to Account for Solvent Effect on Hydrogen Bonding |
title_short | Adduct under Field—A Qualitative Approach to Account for Solvent Effect on Hydrogen Bonding |
title_sort | adduct under field—a qualitative approach to account for solvent effect on hydrogen bonding |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7037398/ https://www.ncbi.nlm.nih.gov/pubmed/31973045 http://dx.doi.org/10.3390/molecules25030436 |
work_keys_str_mv | AT shenderovichilyag adductunderfieldaqualitativeapproachtoaccountforsolventeffectonhydrogenbonding AT denisovglebs adductunderfieldaqualitativeapproachtoaccountforsolventeffectonhydrogenbonding |