Electrochemical catalytic carbon-skeleton rearrangement mediated by imine/oxime-type B12 model complex

Keishiro Tahara, Yi Chen, Ling Pan, Takahiro Masuko, Hisashi Shimakoshi, Yoshio Hisaeda

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

An electrochemical carbon-skeleton rearrangement of methylmalonate skeleton to succinate was successfully mediated by an imine/oxime-type cobalt complex using diethyl 2-bromomethyl-2- phenylmalonate as a model substrate of a coenzyme B12-dependent enzymatic reaction. Cyclic voltammetric and mass spectrometric studies revealed that this electrocatalysis of the alkyl bromide with 1,2-migration of a carboxylic ester group was achieved by the duet redox process between the reduction of the monoalkylated complex and the oxidation of the dialkylated complex.

Original languageEnglish
Pages (from-to)177-179
Number of pages3
JournalChemistry Letters
Volume40
Issue number2
DOIs
Publication statusPublished - 2011

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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