Theoretical Studies of Autoxidation of 2-Alkylidene-1,3-cyclohexadione Leading to Bicyclic-Hemiketal Endoperoxides

[Image: see text] Mechanism of the addition of molecular oxygen on the dienolic form of the 2-alkylidene-1,3-cyclohexadione was investigated by quantum chemical calculations using the approximate projection method developed by Yamaguchi. The complete reaction pathway of the formation of the endopero...

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Autores principales: André-Barrès, Christiane, Carissan, Yannick, Tuccio, Béatrice
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644581/
https://www.ncbi.nlm.nih.gov/pubmed/31457804
http://dx.doi.org/10.1021/acsomega.7b00989
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author André-Barrès, Christiane
Carissan, Yannick
Tuccio, Béatrice
author_facet André-Barrès, Christiane
Carissan, Yannick
Tuccio, Béatrice
author_sort André-Barrès, Christiane
collection PubMed
description [Image: see text] Mechanism of the addition of molecular oxygen on the dienolic form of the 2-alkylidene-1,3-cyclohexadione was investigated by quantum chemical calculations using the approximate projection method developed by Yamaguchi. The complete reaction pathway of the formation of the endoperoxide is described. The crossing between triplet and singlet potential energy surfaces has been located. A multireference complete active space self-consistent field calculation has been performed to strengthen the results.
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spelling pubmed-66445812019-08-27 Theoretical Studies of Autoxidation of 2-Alkylidene-1,3-cyclohexadione Leading to Bicyclic-Hemiketal Endoperoxides André-Barrès, Christiane Carissan, Yannick Tuccio, Béatrice ACS Omega [Image: see text] Mechanism of the addition of molecular oxygen on the dienolic form of the 2-alkylidene-1,3-cyclohexadione was investigated by quantum chemical calculations using the approximate projection method developed by Yamaguchi. The complete reaction pathway of the formation of the endoperoxide is described. The crossing between triplet and singlet potential energy surfaces has been located. A multireference complete active space self-consistent field calculation has been performed to strengthen the results. American Chemical Society 2017-09-01 /pmc/articles/PMC6644581/ /pubmed/31457804 http://dx.doi.org/10.1021/acsomega.7b00989 Text en Copyright © 2017 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle André-Barrès, Christiane
Carissan, Yannick
Tuccio, Béatrice
Theoretical Studies of Autoxidation of 2-Alkylidene-1,3-cyclohexadione Leading to Bicyclic-Hemiketal Endoperoxides
title Theoretical Studies of Autoxidation of 2-Alkylidene-1,3-cyclohexadione Leading to Bicyclic-Hemiketal Endoperoxides
title_full Theoretical Studies of Autoxidation of 2-Alkylidene-1,3-cyclohexadione Leading to Bicyclic-Hemiketal Endoperoxides
title_fullStr Theoretical Studies of Autoxidation of 2-Alkylidene-1,3-cyclohexadione Leading to Bicyclic-Hemiketal Endoperoxides
title_full_unstemmed Theoretical Studies of Autoxidation of 2-Alkylidene-1,3-cyclohexadione Leading to Bicyclic-Hemiketal Endoperoxides
title_short Theoretical Studies of Autoxidation of 2-Alkylidene-1,3-cyclohexadione Leading to Bicyclic-Hemiketal Endoperoxides
title_sort theoretical studies of autoxidation of 2-alkylidene-1,3-cyclohexadione leading to bicyclic-hemiketal endoperoxides
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644581/
https://www.ncbi.nlm.nih.gov/pubmed/31457804
http://dx.doi.org/10.1021/acsomega.7b00989
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