Cis–trans isomerization of dimethyl 2,3-dibromofumarate

The isomerization of dimethyl 2,3-dibromofumarate in chloroform solutions was investigated by the combination of nuclear magnetic resonance (NMR) and density functional theory (DFT) calculations. The bromination of dimethyl acetylenedicarboxylate leading to dimethyl 2,3-dibromofumarate produces the...

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Autores principales: Vo, Timothy H., Korlacki, Rafał, Sinitskii, Alexander
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9661881/
https://www.ncbi.nlm.nih.gov/pubmed/36425717
http://dx.doi.org/10.1039/d2ra05996g
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author Vo, Timothy H.
Korlacki, Rafał
Sinitskii, Alexander
author_facet Vo, Timothy H.
Korlacki, Rafał
Sinitskii, Alexander
author_sort Vo, Timothy H.
collection PubMed
description The isomerization of dimethyl 2,3-dibromofumarate in chloroform solutions was investigated by the combination of nuclear magnetic resonance (NMR) and density functional theory (DFT) calculations. The bromination of dimethyl acetylenedicarboxylate leading to dimethyl 2,3-dibromofumarate produces the trans isomer initially, which however converts into the more stable cis isomer. The conversion from trans to cis is spontaneous and greatly accelerated by light.
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spelling pubmed-96618812022-11-23 Cis–trans isomerization of dimethyl 2,3-dibromofumarate Vo, Timothy H. Korlacki, Rafał Sinitskii, Alexander RSC Adv Chemistry The isomerization of dimethyl 2,3-dibromofumarate in chloroform solutions was investigated by the combination of nuclear magnetic resonance (NMR) and density functional theory (DFT) calculations. The bromination of dimethyl acetylenedicarboxylate leading to dimethyl 2,3-dibromofumarate produces the trans isomer initially, which however converts into the more stable cis isomer. The conversion from trans to cis is spontaneous and greatly accelerated by light. The Royal Society of Chemistry 2022-11-14 /pmc/articles/PMC9661881/ /pubmed/36425717 http://dx.doi.org/10.1039/d2ra05996g Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Vo, Timothy H.
Korlacki, Rafał
Sinitskii, Alexander
Cis–trans isomerization of dimethyl 2,3-dibromofumarate
title Cis–trans isomerization of dimethyl 2,3-dibromofumarate
title_full Cis–trans isomerization of dimethyl 2,3-dibromofumarate
title_fullStr Cis–trans isomerization of dimethyl 2,3-dibromofumarate
title_full_unstemmed Cis–trans isomerization of dimethyl 2,3-dibromofumarate
title_short Cis–trans isomerization of dimethyl 2,3-dibromofumarate
title_sort cis–trans isomerization of dimethyl 2,3-dibromofumarate
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9661881/
https://www.ncbi.nlm.nih.gov/pubmed/36425717
http://dx.doi.org/10.1039/d2ra05996g
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AT korlackirafał cistransisomerizationofdimethyl23dibromofumarate
AT sinitskiialexander cistransisomerizationofdimethyl23dibromofumarate

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