Nickel, manganese, cobalt, and iron-catalyzed deprotonative arene dimerization

Org Lett. 2010 Mar 19;12(6):1200-3. doi: 10.1021/ol902970z.

Abstract

A number of first-row transition metal salts catalyze deprotonative dimerization of acidic arenes. Under the atmosphere of oxygen, nickel, manganese, cobalt, and iron chlorides have been shown to dimerize five- and six-membered ring heterocycles as well as electron-poor arenes. Both tetramethylpiperidide and dicyclohexylamide bases can be employed; however, the former afford slightly higher yields.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Chlorides / chemistry*
  • Cobalt / chemistry*
  • Dimerization
  • Ferric Compounds / chemistry*
  • Manganese Compounds / chemistry*
  • Molecular Structure
  • Nickel / chemistry*
  • Protons*
  • Stereoisomerism
  • Triazoles / chemical synthesis*
  • Triazoles / chemistry

Substances

  • Chlorides
  • Ferric Compounds
  • Manganese Compounds
  • Protons
  • Triazoles
  • Cobalt
  • nickel chloride
  • Nickel
  • cobaltous chloride
  • manganese chloride
  • ferric chloride