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Efficient and Accurate Description of Diels‐Alder Reactions Using Density Functional Theory
Modeling chemical reactions using Quantum Chemistry is a widely used predictive strategy capable to complement experiments in order to understand the intrinsic mechanisms guiding the chemicals towards the most favorable reaction products. However, at this purpose, it is mandatory to use reliable and...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9796631/ https://www.ncbi.nlm.nih.gov/pubmed/35696652 http://dx.doi.org/10.1002/cphc.202200349 |
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author | Loco, Daniele Chataigner, Isabelle Piquemal, Jean‐Philip Spezia, Riccardo |
author_facet | Loco, Daniele Chataigner, Isabelle Piquemal, Jean‐Philip Spezia, Riccardo |
author_sort | Loco, Daniele |
collection | PubMed |
description | Modeling chemical reactions using Quantum Chemistry is a widely used predictive strategy capable to complement experiments in order to understand the intrinsic mechanisms guiding the chemicals towards the most favorable reaction products. However, at this purpose, it is mandatory to use reliable and computationally tractable theoretical methods. In this work, we focus on six Diels‐Alder reactions of increasing complexity and perform an extensive benchmark of middle‐ to low‐cost computational approaches to predict the characteristic reactions energy barriers. We found that Density Functional Theory, using the ωB97XD, LC‐ωPBE, CAM−B3LYP, M11 and MN12SX functionals, with empirical dispersion corrections coupled to an affordable 6‐31G basis set, provides quality results for this class of reactions, at a small computational effort. Such efficient and reliable simulation protocol opens perspectives for hybrid QM/MM molecular dynamics simulations of Diels‐Alder reactions including explicit solvation. |
format | Online Article Text |
id | pubmed-9796631 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-97966312022-12-30 Efficient and Accurate Description of Diels‐Alder Reactions Using Density Functional Theory Loco, Daniele Chataigner, Isabelle Piquemal, Jean‐Philip Spezia, Riccardo Chemphyschem Research Articles Modeling chemical reactions using Quantum Chemistry is a widely used predictive strategy capable to complement experiments in order to understand the intrinsic mechanisms guiding the chemicals towards the most favorable reaction products. However, at this purpose, it is mandatory to use reliable and computationally tractable theoretical methods. In this work, we focus on six Diels‐Alder reactions of increasing complexity and perform an extensive benchmark of middle‐ to low‐cost computational approaches to predict the characteristic reactions energy barriers. We found that Density Functional Theory, using the ωB97XD, LC‐ωPBE, CAM−B3LYP, M11 and MN12SX functionals, with empirical dispersion corrections coupled to an affordable 6‐31G basis set, provides quality results for this class of reactions, at a small computational effort. Such efficient and reliable simulation protocol opens perspectives for hybrid QM/MM molecular dynamics simulations of Diels‐Alder reactions including explicit solvation. John Wiley and Sons Inc. 2022-07-08 2022-09-16 /pmc/articles/PMC9796631/ /pubmed/35696652 http://dx.doi.org/10.1002/cphc.202200349 Text en © 2022 The Authors. ChemPhysChem published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made. |
spellingShingle | Research Articles Loco, Daniele Chataigner, Isabelle Piquemal, Jean‐Philip Spezia, Riccardo Efficient and Accurate Description of Diels‐Alder Reactions Using Density Functional Theory |
title | Efficient and Accurate Description of Diels‐Alder Reactions Using Density Functional Theory
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title_full | Efficient and Accurate Description of Diels‐Alder Reactions Using Density Functional Theory
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title_fullStr | Efficient and Accurate Description of Diels‐Alder Reactions Using Density Functional Theory
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title_full_unstemmed | Efficient and Accurate Description of Diels‐Alder Reactions Using Density Functional Theory
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title_short | Efficient and Accurate Description of Diels‐Alder Reactions Using Density Functional Theory
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title_sort | efficient and accurate description of diels‐alder reactions using density functional theory |
topic | Research Articles |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9796631/ https://www.ncbi.nlm.nih.gov/pubmed/35696652 http://dx.doi.org/10.1002/cphc.202200349 |
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