Nickel-catalyzed direct carboxylation of olefins with CO2: One-pot synthesis of α,β-unsaturated carboxylic acid salts

Nfflria Huguet, Ivana Jevtovikj, Alvaro Gordillo, Michael L. Lejkowski, Ronald Lindner, Miriam Bru, Andrey Y. Khalimon, Frank Rominger, Stephan A. Schunk, Peter Hofmann, Michael Limbach

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Abstract

The nickel-catalyzed direct carboxylation of alkenes with the cheap and abundantly available C1 building block carbon dioxide (CO2) in the presence of a base has been achieved. The one-pot reaction allows for the direct and selective synthesis of a wide range of a,b-unsaturated carboxylates (TON>100, TOF up to 6 h-1, TON= turnover number, TOF=turnover frequency). Thus, it is possible, in one step, to synthesize sodium acrylate from ethylene, CO2, and a sodium salt. Acrylates are industrially important products, the synthesis of which has hitherto required multiple steps.

Original languageEnglish
Pages (from-to)16858-16862
Number of pages5
JournalChemistry - A European Journal
Volume20
Issue number51
DOIs
Publication statusPublished - Dec 15 2014

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Keywords

  • C-C coupling reactions
  • Carbon dioxide
  • Catalysis
  • Metallacycles
  • Nickel

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

Huguet, N., Jevtovikj, I., Gordillo, A., Lejkowski, M. L., Lindner, R., Bru, M., Khalimon, A. Y., Rominger, F., Schunk, S. A., Hofmann, P., & Limbach, M. (2014). Nickel-catalyzed direct carboxylation of olefins with CO2: One-pot synthesis of α,β-unsaturated carboxylic acid salts. Chemistry - A European Journal, 20(51), 16858-16862. https://doi.org/10.1002/chem.201405528