Practical electrochemical iodination of aromatic compounds

Kazuhide Kataoka, Yuji Hagiwara, Koji Midorikawa, Seiji Suga, Jun Ichi Yoshida

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

A practical method for electrochemical iodination of aromatic compounds was developed. The method involves the generation of I+ by electrochemical oxidation of I2 in CH3CN using H 2SO4 as supporting electrolyte followed by the reaction with aromatic compounds. The para/ortho selectivity for the reaction of mono-substituted benzenes was significantly improved using dimethoxyethane as cosolvent in the second step. The reaction with highly reactive aromatic compounds led to the formation of significant amounts of diiodo compounds in a macrobatch reactor. This problem was solved by fast 1:1 mixing of I+ with an aromatic compound using a microflow system consisting of a T-shaped micromixer and a microtube reactor.

Original languageEnglish
Pages (from-to)1130-1136
Number of pages7
JournalOrganic Process Research and Development
Volume12
Issue number6
DOIs
Publication statusPublished - Nov 21 2008
Externally publishedYes

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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