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Electrochemically driven, cobalt-carbon bond-mediated direct intramolecular cyclic and acyclic perfluoroalkylation of (hetero)arenes using X(CF2)4X.

ABSTRACT: 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 B12 derivative as a cobalt catalyst in the presence of fluoroalkylating reagents (X(CF2)4X) 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.

SUBMITTER: Cui L 

PROVIDER: S-EPMC9055166 | biostudies-literature | 2020 Jun

REPOSITORIES: biostudies-literature

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

Cui Luxia L   Ono Toshikazu T   Hossain Md Jakir MJ   Hisaeda Yoshio Y  

RSC advances 20200630 42

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<sub>12</sub> derivative as a cobalt catalyst in the presence of fluoroalkylating reagents (X(CF<sub>2</sub>)<sub>4</sub>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. ...[more]

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