Hydrogenation of unactivated enamines to tertiary amines: rhodium complexes of fluorinated phosphines give marked improvements in catalytic activity

Sergey Tin, Tamara Fanjul, Matthew L. Clarke*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)
2 Downloads (Pure)

Abstract

In the hydrogenation of sluggish unactivated enamine substrates, Rh complexes of electron-deficient phosphines are demonstrated to be far more reactive catalysts than those derived from triphenylphosphine. These operate at low catalyst loadings (down to 0.01 mol %) and are able to reduce tetrasubstituted enamines. The use of the sustainable and environmentally benign solvent (R)-limonene for the reaction is also reported with the amine isolated by acid extraction.

Original languageEnglish
Pages (from-to)622-627
Number of pages6
JournalBeilstein Journal of Organic Chemistry
Volume11
DOIs
Publication statusPublished - 5 May 2015

Keywords

  • Alkenes
  • Homogeneous catalysis
  • Hydrogenation
  • Renewable solvents
  • Tertiary amines
  • Asymmetric hydrogenation
  • Enantioselective synthesis
  • Functionalized enamines
  • Hydroformylation
  • Chemistry
  • Aldehydes
  • Ligands

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