ortho-Selective phenol-coupling reaction by anodic treatment on boron-doped diamond electrode using fluorinated alcohols

Chemistry. 2009;15(10):2273-7. doi: 10.1002/chem.200802556.

Abstract

Enlarged scope by fluorinated mediators: Oxyl radicals are easily formed on boron-doped diamond (BDD) electrodes and can be exploited for the ortho-selective coupling to the corresponding biphenols (see scheme). At partial conversion, a clean transformation is achieved that can be applied to electron-rich as well as fluorinated phenols.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemistry*
  • Boron / chemistry*
  • Diamond / chemistry*
  • Electrochemistry / instrumentation
  • Electrochemistry / methods
  • Electrodes
  • Hydrocarbons, Fluorinated / chemistry
  • Models, Molecular
  • Oxidation-Reduction
  • Phenols / chemical synthesis*
  • Phenols / chemistry
  • Propanols / chemistry

Substances

  • Alcohols
  • Hydrocarbons, Fluorinated
  • Phenols
  • Propanols
  • hexafluoroisopropanol
  • Diamond
  • Boron