Theoretical Study on Regioselectivity of the Diels-Alder Reaction between 1,8-Dichloroanthracene and Acrolein

A theoretical study of the regioselectivity of the Diels-Alder reaction between 1,8-dichloroanthracene and acrolein is performed using DFT at the B3LYP/6-31G(d,p) level of theory. The FMO analysis, global and local reactivity indices confirmed the reported experimental results. Potential energy surf...

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Detalles Bibliográficos
Autores principales: Sultan, Mujeeb A., Karama, Usama, Almansour, Abdulrahman I., Soliman, Saied M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2016
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6272940/
https://www.ncbi.nlm.nih.gov/pubmed/27669204
http://dx.doi.org/10.3390/molecules21101277
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author Sultan, Mujeeb A.
Karama, Usama
Almansour, Abdulrahman I.
Soliman, Saied M.
author_facet Sultan, Mujeeb A.
Karama, Usama
Almansour, Abdulrahman I.
Soliman, Saied M.
author_sort Sultan, Mujeeb A.
collection PubMed
description A theoretical study of the regioselectivity of the Diels-Alder reaction between 1,8-dichloroanthracene and acrolein is performed using DFT at the B3LYP/6-31G(d,p) level of theory. The FMO analysis, global and local reactivity indices confirmed the reported experimental results. Potential energy surface analysis showed that the cycloadditions (CAs) favor the formation of the anti product. These results are in good agreement with the reported results obtained experimentally where the anti is the major product.
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spelling pubmed-62729402018-12-28 Theoretical Study on Regioselectivity of the Diels-Alder Reaction between 1,8-Dichloroanthracene and Acrolein Sultan, Mujeeb A. Karama, Usama Almansour, Abdulrahman I. Soliman, Saied M. Molecules Article A theoretical study of the regioselectivity of the Diels-Alder reaction between 1,8-dichloroanthracene and acrolein is performed using DFT at the B3LYP/6-31G(d,p) level of theory. The FMO analysis, global and local reactivity indices confirmed the reported experimental results. Potential energy surface analysis showed that the cycloadditions (CAs) favor the formation of the anti product. These results are in good agreement with the reported results obtained experimentally where the anti is the major product. MDPI 2016-09-23 /pmc/articles/PMC6272940/ /pubmed/27669204 http://dx.doi.org/10.3390/molecules21101277 Text en © 2016 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
Sultan, Mujeeb A.
Karama, Usama
Almansour, Abdulrahman I.
Soliman, Saied M.
Theoretical Study on Regioselectivity of the Diels-Alder Reaction between 1,8-Dichloroanthracene and Acrolein
title Theoretical Study on Regioselectivity of the Diels-Alder Reaction between 1,8-Dichloroanthracene and Acrolein
title_full Theoretical Study on Regioselectivity of the Diels-Alder Reaction between 1,8-Dichloroanthracene and Acrolein
title_fullStr Theoretical Study on Regioselectivity of the Diels-Alder Reaction between 1,8-Dichloroanthracene and Acrolein
title_full_unstemmed Theoretical Study on Regioselectivity of the Diels-Alder Reaction between 1,8-Dichloroanthracene and Acrolein
title_short Theoretical Study on Regioselectivity of the Diels-Alder Reaction between 1,8-Dichloroanthracene and Acrolein
title_sort theoretical study on regioselectivity of the diels-alder reaction between 1,8-dichloroanthracene and acrolein
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6272940/
https://www.ncbi.nlm.nih.gov/pubmed/27669204
http://dx.doi.org/10.3390/molecules21101277
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