Amide synthesis from alcohols and amines by the extrusion of dihydrogen

Larsulrik R. Nordstroem, Henning Vogt, Robert Madsen

Research output: Contribution to journalArticle

390 Citations (Scopus)

Abstract

An environmentally friendly method for synthesis of amides is presented where a simple ruthenium catalyst mediates the direct coupling between an alcohol and an amine with the liberation of two molecules of dihydrogen. The active catalyst is generated in situ from an easily available ruthenium complex, an N-heterocyclic carbene and a phosphine. The reaction allows primary alcohols to be coupled with primary alkylamines to afford the corresponding secondary amides in good yields. The amide formation presumably proceeds through a catalytic cycle where the intermediate aldehyde and hemiaminal are both coordinated to the metal catalyst.

Original languageEnglish (US)
Pages (from-to)17672-17673
Number of pages2
JournalJournal of the American Chemical Society
Volume130
Issue number52
DOIs
StatePublished - Dec 31 2008
Externally publishedYes

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Amides
Amines
Extrusion
phosphine
Alcohols
Ruthenium
Catalysts
Aldehydes
Metals
Molecules

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Amide synthesis from alcohols and amines by the extrusion of dihydrogen. / Nordstroem, Larsulrik R.; Vogt, Henning; Madsen, Robert.

In: Journal of the American Chemical Society, Vol. 130, No. 52, 31.12.2008, p. 17672-17673.

Research output: Contribution to journalArticle

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