Cathodic reductive coupling of methyl cinnamate on boron-doped diamond electrodes and synthesis of new neolignan-type products

Taiki Kojima, Rika Obata, Tsuyoshi Saito, Yasuaki Einaga, Shigeru Nishiyama

Research output: Contribution to journal › Article › peer-review

12 Citations (Scopus)

Abstract

The electroreduction reaction of methyl cinnamate on a boron-doped diamond (BDD) electrode was investigated. The hydrodimer, dimethyl 3,4-diphenylhexanedioate (racemate/meso = 74:26), was obtained in 85% yield as the major product, along with small amounts of cyclic methyl 5-oxo-2,3-diphenylcyclopentane-1-carboxylate. Two new neolignan-type products were synthesized from the hydrodimer.

Original languageEnglish
Pages (from-to)200-203
Number of pages4
JournalBeilstein Journal of Organic Chemistry
Volume11
DOIs
Publication statusPublished - 2015 Feb 3

Keywords

  • Boron-doped diamond (BDD) electrode
  • Cathodic reduction
  • Electrochemistry
  • Electrosynthesis
  • Neolignan

ASJC Scopus subject areas

  • Organic Chemistry

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