Revisiting the Rearrangement of Dewar Thiophenes

The mechanism for the walk rearrangement in Dewar thiophenes has been clarified theoretically by studying the evolution of chemical bonds along the intrinsic reaction coordinates. Substituent effects on the overall mechanism are assessed by using combinations of the ring (R = H, CF(3)) and traveling...

Descripción completa

Detalles Bibliográficos
Autores principales: Gómez, Sara, Osorio, Edison, Dzib, Eugenia, Islas, Rafael, Restrepo, Albeiro, Merino, Gabriel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7024393/
https://www.ncbi.nlm.nih.gov/pubmed/31936766
http://dx.doi.org/10.3390/molecules25020284
_version_ 1783498425135792128
author Gómez, Sara
Osorio, Edison
Dzib, Eugenia
Islas, Rafael
Restrepo, Albeiro
Merino, Gabriel
author_facet Gómez, Sara
Osorio, Edison
Dzib, Eugenia
Islas, Rafael
Restrepo, Albeiro
Merino, Gabriel
author_sort Gómez, Sara
collection PubMed
description The mechanism for the walk rearrangement in Dewar thiophenes has been clarified theoretically by studying the evolution of chemical bonds along the intrinsic reaction coordinates. Substituent effects on the overall mechanism are assessed by using combinations of the ring (R = H, CF(3)) and traveling (X = S, S = O, and CH(2)) groups. The origins of fluxionality in the S–oxide of perfluorotetramethyl Dewar thiophene are uncovered in this work. Dewar rearrangements are chemical processes that occur with a high degree of synchronicity. These changes are directly related to the activation energy.
format Online
Article
Text
id pubmed-7024393
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-70243932020-03-11 Revisiting the Rearrangement of Dewar Thiophenes Gómez, Sara Osorio, Edison Dzib, Eugenia Islas, Rafael Restrepo, Albeiro Merino, Gabriel Molecules Article The mechanism for the walk rearrangement in Dewar thiophenes has been clarified theoretically by studying the evolution of chemical bonds along the intrinsic reaction coordinates. Substituent effects on the overall mechanism are assessed by using combinations of the ring (R = H, CF(3)) and traveling (X = S, S = O, and CH(2)) groups. The origins of fluxionality in the S–oxide of perfluorotetramethyl Dewar thiophene are uncovered in this work. Dewar rearrangements are chemical processes that occur with a high degree of synchronicity. These changes are directly related to the activation energy. MDPI 2020-01-10 /pmc/articles/PMC7024393/ /pubmed/31936766 http://dx.doi.org/10.3390/molecules25020284 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
Gómez, Sara
Osorio, Edison
Dzib, Eugenia
Islas, Rafael
Restrepo, Albeiro
Merino, Gabriel
Revisiting the Rearrangement of Dewar Thiophenes
title Revisiting the Rearrangement of Dewar Thiophenes
title_full Revisiting the Rearrangement of Dewar Thiophenes
title_fullStr Revisiting the Rearrangement of Dewar Thiophenes
title_full_unstemmed Revisiting the Rearrangement of Dewar Thiophenes
title_short Revisiting the Rearrangement of Dewar Thiophenes
title_sort revisiting the rearrangement of dewar thiophenes
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7024393/
https://www.ncbi.nlm.nih.gov/pubmed/31936766
http://dx.doi.org/10.3390/molecules25020284
work_keys_str_mv AT gomezsara revisitingtherearrangementofdewarthiophenes
AT osorioedison revisitingtherearrangementofdewarthiophenes
AT dzibeugenia revisitingtherearrangementofdewarthiophenes
AT islasrafael revisitingtherearrangementofdewarthiophenes
AT restrepoalbeiro revisitingtherearrangementofdewarthiophenes
AT merinogabriel revisitingtherearrangementofdewarthiophenes

Ejemplares similares