Ruthenium-Catalyzed Dehydrogenative Decarbonylation of Primary Alcohols

Andrea Mazziotta, Robert Madsen

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Abstract

Dehydrogenative decarbonylation of a primary alcohol involves the release of both dihydrogen and carbon monoxide to afford the one-carbon shorter product. The transformation has now been achieved with a ruthenium-catalyzed protocol by using the complex Ru(COD)Cl2 and the hindered monodentate ligand P(o-tolyl)3 in refluxing p-cymene. The reaction can be applied to both benzylic and long chain linear aliphatic alcohols. The intermediate aldehyde can be observed during the transformation, which is therefore believed to proceed through two separate catalytic cycles involving first dehydrogenation of the alcohol and then decarbonylation of the resulting aldehyde.
Original languageEnglish
JournalEuropean Journal of Organic Chemistry
Volume2017
Issue number36
Pages (from-to)5417-5420
ISSN1434-193X
DOIs
Publication statusPublished - 2017

Keywords

  • Alcohols
  • Decarbonylation
  • Dehydrogenation
  • Ruthenium
  • Syngas

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