Cargando…

Nucleophilicities of Lewis Bases B and Electrophilicities of Lewis Acids A Determined from the Dissociation Energies of Complexes B⋯A Involving Hydrogen Bonds, Tetrel Bonds, Pnictogen Bonds, Chalcogen Bonds and Halogen Bonds

It is shown that the dissociation energy [Formula: see text] for the process B⋯A = B + A for 250 complexes B⋯A composed of 11 Lewis bases B (N(2), CO, HC≡CH, CH(2)=CH(2), C(3)H(6), PH(3), H(2)S, HCN, H(2)O, H(2)CO and NH(3)) and 23 Lewis acids (HF, HCl, HBr, HC≡CH, HCN, H(2)O, F(2), Cl(2), Br(2), Cl...

Descripción completa

Detalles Bibliográficos
Autores principales: Alkorta, Ibon, Legon, Anthony C.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6151704/
https://www.ncbi.nlm.nih.gov/pubmed/29065546
http://dx.doi.org/10.3390/molecules22101786
_version_ 1783357212052160512
author Alkorta, Ibon
Legon, Anthony C.
author_facet Alkorta, Ibon
Legon, Anthony C.
author_sort Alkorta, Ibon
collection PubMed
description It is shown that the dissociation energy [Formula: see text] for the process B⋯A = B + A for 250 complexes B⋯A composed of 11 Lewis bases B (N(2), CO, HC≡CH, CH(2)=CH(2), C(3)H(6), PH(3), H(2)S, HCN, H(2)O, H(2)CO and NH(3)) and 23 Lewis acids (HF, HCl, HBr, HC≡CH, HCN, H(2)O, F(2), Cl(2), Br(2), ClF, BrCl, H(3)SiF, H(3)GeF, F(2)CO, CO(2), N(2)O, NO(2)F, PH(2)F, AsH(2)F, SO(2), SeO(2), SF(2), and SeF(2)) can be represented to good approximation by means of the equation [Formula: see text] , in which [Formula: see text] is a numerical nucleophilicity assigned to B, [Formula: see text] is a numerical electrophilicity assigned to A, and [Formula: see text] is a constant, conveniently chosen to have the value 1.00 kJ mol(−1) here. The 250 complexes were chosen to cover a wide range of non-covalent interaction types, namely: (1) the hydrogen bond; (2) the halogen bond; (3) the tetrel bond; (4) the pnictogen bond; and (5) the chalcogen bond. Since there is no evidence that one group of non-covalent interaction was fitted any better than the others, it appears the equation is equally valid for all the interactions considered and that the values of [Formula: see text] and [Formula: see text] so determined define properties of the individual molecules. The values of [Formula: see text] and [Formula: see text] can be used to predict the dissociation energies of a wide range of binary complexes B⋯A with reasonable accuracy.
format Online
Article
Text
id pubmed-6151704
institution National Center for Biotechnology Information
language English
publishDate 2017
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-61517042018-11-13 Nucleophilicities of Lewis Bases B and Electrophilicities of Lewis Acids A Determined from the Dissociation Energies of Complexes B⋯A Involving Hydrogen Bonds, Tetrel Bonds, Pnictogen Bonds, Chalcogen Bonds and Halogen Bonds Alkorta, Ibon Legon, Anthony C. Molecules Article It is shown that the dissociation energy [Formula: see text] for the process B⋯A = B + A for 250 complexes B⋯A composed of 11 Lewis bases B (N(2), CO, HC≡CH, CH(2)=CH(2), C(3)H(6), PH(3), H(2)S, HCN, H(2)O, H(2)CO and NH(3)) and 23 Lewis acids (HF, HCl, HBr, HC≡CH, HCN, H(2)O, F(2), Cl(2), Br(2), ClF, BrCl, H(3)SiF, H(3)GeF, F(2)CO, CO(2), N(2)O, NO(2)F, PH(2)F, AsH(2)F, SO(2), SeO(2), SF(2), and SeF(2)) can be represented to good approximation by means of the equation [Formula: see text] , in which [Formula: see text] is a numerical nucleophilicity assigned to B, [Formula: see text] is a numerical electrophilicity assigned to A, and [Formula: see text] is a constant, conveniently chosen to have the value 1.00 kJ mol(−1) here. The 250 complexes were chosen to cover a wide range of non-covalent interaction types, namely: (1) the hydrogen bond; (2) the halogen bond; (3) the tetrel bond; (4) the pnictogen bond; and (5) the chalcogen bond. Since there is no evidence that one group of non-covalent interaction was fitted any better than the others, it appears the equation is equally valid for all the interactions considered and that the values of [Formula: see text] and [Formula: see text] so determined define properties of the individual molecules. The values of [Formula: see text] and [Formula: see text] can be used to predict the dissociation energies of a wide range of binary complexes B⋯A with reasonable accuracy. MDPI 2017-10-23 /pmc/articles/PMC6151704/ /pubmed/29065546 http://dx.doi.org/10.3390/molecules22101786 Text en © 2017 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
Alkorta, Ibon
Legon, Anthony C.
Nucleophilicities of Lewis Bases B and Electrophilicities of Lewis Acids A Determined from the Dissociation Energies of Complexes B⋯A Involving Hydrogen Bonds, Tetrel Bonds, Pnictogen Bonds, Chalcogen Bonds and Halogen Bonds
title Nucleophilicities of Lewis Bases B and Electrophilicities of Lewis Acids A Determined from the Dissociation Energies of Complexes B⋯A Involving Hydrogen Bonds, Tetrel Bonds, Pnictogen Bonds, Chalcogen Bonds and Halogen Bonds
title_full Nucleophilicities of Lewis Bases B and Electrophilicities of Lewis Acids A Determined from the Dissociation Energies of Complexes B⋯A Involving Hydrogen Bonds, Tetrel Bonds, Pnictogen Bonds, Chalcogen Bonds and Halogen Bonds
title_fullStr Nucleophilicities of Lewis Bases B and Electrophilicities of Lewis Acids A Determined from the Dissociation Energies of Complexes B⋯A Involving Hydrogen Bonds, Tetrel Bonds, Pnictogen Bonds, Chalcogen Bonds and Halogen Bonds
title_full_unstemmed Nucleophilicities of Lewis Bases B and Electrophilicities of Lewis Acids A Determined from the Dissociation Energies of Complexes B⋯A Involving Hydrogen Bonds, Tetrel Bonds, Pnictogen Bonds, Chalcogen Bonds and Halogen Bonds
title_short Nucleophilicities of Lewis Bases B and Electrophilicities of Lewis Acids A Determined from the Dissociation Energies of Complexes B⋯A Involving Hydrogen Bonds, Tetrel Bonds, Pnictogen Bonds, Chalcogen Bonds and Halogen Bonds
title_sort nucleophilicities of lewis bases b and electrophilicities of lewis acids a determined from the dissociation energies of complexes b⋯a involving hydrogen bonds, tetrel bonds, pnictogen bonds, chalcogen bonds and halogen bonds
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6151704/
https://www.ncbi.nlm.nih.gov/pubmed/29065546
http://dx.doi.org/10.3390/molecules22101786
work_keys_str_mv AT alkortaibon nucleophilicitiesoflewisbasesbandelectrophilicitiesoflewisacidsadeterminedfromthedissociationenergiesofcomplexesbainvolvinghydrogenbondstetrelbondspnictogenbondschalcogenbondsandhalogenbonds
AT legonanthonyc nucleophilicitiesoflewisbasesbandelectrophilicitiesoflewisacidsadeterminedfromthedissociationenergiesofcomplexesbainvolvinghydrogenbondstetrelbondspnictogenbondschalcogenbondsandhalogenbonds