Base-catalyzed hydroamination of ethylene with diethylamine

Vivek Khedkar, Annegret Tillack, Christoph Benisch, Johann Peter Melder, Matthias Beller

Research output: Contribution to journalArticlepeer-review

58 Scopus citations

Abstract

The catalytic hydroamination reaction of ethylene with diethylamine in the presence of lithium diethylamide has been reinvestigated to improve catalyst productivity. Various tertiary amines were synthesized and screened as ligands for the target reaction. Applying N,N,N′,N′- tetramethylethylenediamine (TMEDA) or N,N,N′,N″,N″- pentamethyldiethylentriamine (PMDTA) the rate of the reaction is increased, but also ligand degradation is observed. Using optimized parameters excellent yield (92%) and conversion (99%) were achieved under mild conditions. At higher temperature base-catalyzed hydroamination of higher olefins is also possible.

Original languageEnglish
Pages (from-to)175-183
Number of pages9
JournalJournal of Molecular Catalysis A: Chemical
Volume241
Issue number1-2
DOIs
StatePublished - 1 Nov 2005
Externally publishedYes

Keywords

  • Amines
  • Base catalysis
  • Hydroamination
  • Lithium amide
  • Triethylamine

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