Nickel-catalyzed carboxylation of aryl and vinyl chlorides employing carbon dioxide

J Am Chem Soc. 2012 Jun 6;134(22):9106-9. doi: 10.1021/ja303514b. Epub 2012 May 24.

Abstract

Nickel-catalyzed carboxylation of aryl and vinyl chlorides employing carbon dioxide has been developed. The reactions proceeded under a CO(2) pressure of 1 atm at room temperature in the presence of nickel catalysts and Mn powder as a reducing agent. Various aryl chlorides could be converted to the corresponding carboxylic acid in good to high yields. Furthermore, vinyl chlorides were successfully carboxylated with CO(2). Mechanistic study suggests that Ni(I) species is involved in the catalytic cycle.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbon Dioxide / chemistry*
  • Carboxylic Acids / chemical synthesis*
  • Carboxylic Acids / chemistry
  • Catalysis
  • Hydrocarbons, Chlorinated / chemistry*
  • Molecular Structure
  • Nickel / chemistry*
  • Organometallic Compounds / chemistry*
  • Stereoisomerism
  • Vinyl Chloride / chemistry*

Substances

  • Carboxylic Acids
  • Hydrocarbons, Chlorinated
  • Organometallic Compounds
  • Carbon Dioxide
  • Nickel
  • Vinyl Chloride