4.6 Article

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

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 25, Issue 11, Pages 2713-2716

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201805737

Keywords

anode; C-H activation; cross-coupling; dehydrogenation; electrochemistry

Funding

  1. DFG [Wa1276/14-1]
  2. Austrian Science Fund (FWF) [I-2712]
  3. Austrian Science Fund (FWF) [I2712] Funding Source: Austrian Science Fund (FWF)

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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.

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