Electrochemically driven, cobalt–carbon bond-mediated direct intramolecular cyclic and acyclic perfluoroalkylation of (hetero)arenes using X(CF(2))(4)X

A proof-of-concept for the one-step, synthetically challenging cyclic and acyclic perfluoroalkylation of (hetero)arenes driven by the valence change of a vitamin B(12) derivative as a cobalt catalyst in the presence of fluoroalkylating reagents (X(CF(2))(4)X) is presented. The consecutive formation...

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Autores principales: Cui, Luxia, Ono, Toshikazu, Hossain, Md. Jakir, Hisaeda, Yoshio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9055166/
https://www.ncbi.nlm.nih.gov/pubmed/35517485
http://dx.doi.org/10.1039/d0ra05295g
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author Cui, Luxia
Ono, Toshikazu
Hossain, Md. Jakir
Hisaeda, Yoshio
author_facet Cui, Luxia
Ono, Toshikazu
Hossain, Md. Jakir
Hisaeda, Yoshio
author_sort Cui, Luxia
collection PubMed
description A proof-of-concept for the one-step, synthetically challenging cyclic and acyclic perfluoroalkylation of (hetero)arenes driven by the valence change of a vitamin B(12) derivative as a cobalt catalyst in the presence of fluoroalkylating reagents (X(CF(2))(4)X) is presented. The consecutive formation of cobalt–carbon bonds and generation of fluoroalkyl radicals by homolysis are the key steps for the reaction to proceed.
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spelling pubmed-90551662022-05-04 Electrochemically driven, cobalt–carbon bond-mediated direct intramolecular cyclic and acyclic perfluoroalkylation of (hetero)arenes using X(CF(2))(4)X Cui, Luxia Ono, Toshikazu Hossain, Md. Jakir Hisaeda, Yoshio RSC Adv Chemistry A proof-of-concept for the one-step, synthetically challenging cyclic and acyclic perfluoroalkylation of (hetero)arenes driven by the valence change of a vitamin B(12) derivative as a cobalt catalyst in the presence of fluoroalkylating reagents (X(CF(2))(4)X) is presented. The consecutive formation of cobalt–carbon bonds and generation of fluoroalkyl radicals by homolysis are the key steps for the reaction to proceed. The Royal Society of Chemistry 2020-06-30 /pmc/articles/PMC9055166/ /pubmed/35517485 http://dx.doi.org/10.1039/d0ra05295g Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Cui, Luxia
Ono, Toshikazu
Hossain, Md. Jakir
Hisaeda, Yoshio
Electrochemically driven, cobalt–carbon bond-mediated direct intramolecular cyclic and acyclic perfluoroalkylation of (hetero)arenes using X(CF(2))(4)X
title Electrochemically driven, cobalt–carbon bond-mediated direct intramolecular cyclic and acyclic perfluoroalkylation of (hetero)arenes using X(CF(2))(4)X
title_full Electrochemically driven, cobalt–carbon bond-mediated direct intramolecular cyclic and acyclic perfluoroalkylation of (hetero)arenes using X(CF(2))(4)X
title_fullStr Electrochemically driven, cobalt–carbon bond-mediated direct intramolecular cyclic and acyclic perfluoroalkylation of (hetero)arenes using X(CF(2))(4)X
title_full_unstemmed Electrochemically driven, cobalt–carbon bond-mediated direct intramolecular cyclic and acyclic perfluoroalkylation of (hetero)arenes using X(CF(2))(4)X
title_short Electrochemically driven, cobalt–carbon bond-mediated direct intramolecular cyclic and acyclic perfluoroalkylation of (hetero)arenes using X(CF(2))(4)X
title_sort electrochemically driven, cobalt–carbon bond-mediated direct intramolecular cyclic and acyclic perfluoroalkylation of (hetero)arenes using x(cf(2))(4)x
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9055166/
https://www.ncbi.nlm.nih.gov/pubmed/35517485
http://dx.doi.org/10.1039/d0ra05295g
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