Aromatic “Redox Tag”-assisted Diels–Alder reactions by electrocatalysis

Electrocatalysis was employed to promote Diels–Alder reactions between electronically mismatched substrates. A catalytic amount of electricity was enough to complete the overall reactions and GC-MS monitoring and CV measurements clearly illustrated the electrocatalytic nature of the reactions, which...

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Detalles Bibliográficos
Autores principales: Okada, Yohei, Yamaguchi, Yusuke, Ozaki, Atsushi, Chiba, Kazuhiro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2016
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5363793/
https://www.ncbi.nlm.nih.gov/pubmed/28451094
http://dx.doi.org/10.1039/c6sc02117d
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author Okada, Yohei
Yamaguchi, Yusuke
Ozaki, Atsushi
Chiba, Kazuhiro
author_facet Okada, Yohei
Yamaguchi, Yusuke
Ozaki, Atsushi
Chiba, Kazuhiro
author_sort Okada, Yohei
collection PubMed
description Electrocatalysis was employed to promote Diels–Alder reactions between electronically mismatched substrates. A catalytic amount of electricity was enough to complete the overall reactions and GC-MS monitoring and CV measurements clearly illustrated the electrocatalytic nature of the reactions, which involve an EC-backward-E mechanism. The electrocatalytic Diels–Alder reactions were rationally designed based on the concept of redox tags. The results were supported by DFT calculations.
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spelling pubmed-53637932017-04-27 Aromatic “Redox Tag”-assisted Diels–Alder reactions by electrocatalysis Okada, Yohei Yamaguchi, Yusuke Ozaki, Atsushi Chiba, Kazuhiro Chem Sci Chemistry Electrocatalysis was employed to promote Diels–Alder reactions between electronically mismatched substrates. A catalytic amount of electricity was enough to complete the overall reactions and GC-MS monitoring and CV measurements clearly illustrated the electrocatalytic nature of the reactions, which involve an EC-backward-E mechanism. The electrocatalytic Diels–Alder reactions were rationally designed based on the concept of redox tags. The results were supported by DFT calculations. Royal Society of Chemistry 2016-10-01 2016-06-30 /pmc/articles/PMC5363793/ /pubmed/28451094 http://dx.doi.org/10.1039/c6sc02117d Text en This journal is © The Royal Society of Chemistry 2016 http://creativecommons.org/licenses/by/3.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution 3.0 Unported License (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Chemistry
Okada, Yohei
Yamaguchi, Yusuke
Ozaki, Atsushi
Chiba, Kazuhiro
Aromatic “Redox Tag”-assisted Diels–Alder reactions by electrocatalysis
title Aromatic “Redox Tag”-assisted Diels–Alder reactions by electrocatalysis
title_full Aromatic “Redox Tag”-assisted Diels–Alder reactions by electrocatalysis
title_fullStr Aromatic “Redox Tag”-assisted Diels–Alder reactions by electrocatalysis
title_full_unstemmed Aromatic “Redox Tag”-assisted Diels–Alder reactions by electrocatalysis
title_short Aromatic “Redox Tag”-assisted Diels–Alder reactions by electrocatalysis
title_sort aromatic “redox tag”-assisted diels–alder reactions by electrocatalysis
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5363793/
https://www.ncbi.nlm.nih.gov/pubmed/28451094
http://dx.doi.org/10.1039/c6sc02117d
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AT yamaguchiyusuke aromaticredoxtagassisteddielsalderreactionsbyelectrocatalysis
AT ozakiatsushi aromaticredoxtagassisteddielsalderreactionsbyelectrocatalysis
AT chibakazuhiro aromaticredoxtagassisteddielsalderreactionsbyelectrocatalysis

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