Electro-oxidative Trimerization of 1,2-Dimethoxybenzene: Reductive Workup Strategy and Alternating Current Electrolysis to Peel off the Precipitated Radical Cation Ion Pair

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Abstract

An oxidative trimerization of catechol and its derivatives affords triphenylene derivatives. Under these electrochemical conditions, overoxidation results in precipitation of a radical cation pair of triphenylenes with a counter anion, which prevents efficient synthesis. A reductive workup strategy, in which the precipitate is peeled from the electrodes, affords the trimer in good yield. Furthermore, alternating current (AC) electrolysis provides a convenient synthesis without any precipitation.

Original languageEnglish
Pages (from-to)629-632
Number of pages4
JournalChemistry Letters
Volume51
Issue number6
DOIs
Publication statusPublished - Jun 2022

Keywords

  • Alternating current electrolysis
  • Electrochemical synthesis
  • Triphenylenes

ASJC Scopus subject areas

  • Chemistry(all)

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