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Aromatic "Redox Tag"-assisted Diels-Alder reactions by electrocatalysis.

ABSTRACT: 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.

SUBMITTER: Okada Y

PROVIDER: S-EPMC5363793 | biostudies-literature | 2016 Oct

REPOSITORIES: biostudies-literature

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Aromatic "Redox Tag"-assisted Diels-Alder reactions by electrocatalysis.

Okada Yohei Y Yamaguchi Yusuke Y Ozaki Atsushi A Chiba Kazuhiro K

Chemical science 20160630 10

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. ...[more]

PMID: 28451094

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