Selective Formation of 4,4′-Biphenols by Anodic Dehydrogenative Cross- and Homo-Coupling Reaction

Benedikt Dahms, Philipp J. Kohlpaintner, Anton Wiebe, Rolf Breinbauer, Dieter Schollmeyer, Siegfried R. Waldvogel*

*Corresponding author for this work

Research output: Contribution to journalArticle

Abstract

A simple and selective electrochemical synthesis by dehydrogenative coupling of unprotected 2,6- or 2,5-substituted phenols to the desired 4,4′-biphenols is reported. Using electricity as the oxidizing reagent avoids pre-functionalization of the starting materials, since a selective activation of the substrates takes place. Without the necessity for metal-catalysts or the use of stoichiometric reagents it is an economic and environmentally friendly transformation. The elaborated electrochemical protocol leads to a broad variety of the desired 4,4′-biphenols in a very simplified manner compared to classical approaches. This is particular the case for the cross-coupled products.

Original languageEnglish
Pages (from-to)2713-2716
Number of pages4
JournalChemistry - a European Journal
Volume25
Issue number11
DOIs
Publication statusPublished - 21 Feb 2019

Keywords

  • anode
  • cross-coupling
  • C−H activation
  • dehydrogenation
  • electrochemistry

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Fields of Expertise

  • Human- & Biotechnology

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