A general and environmentally benign catalytic reduction of nitriles to primary amines

Stephan Enthaler, Daniele Addis, Kathrin Junge, Giulia Erre, Matthias Beller

Research output: Contribution to journalArticlepeer-review

100 Scopus citations

Abstract

An easily accessible in situ catalyst composed of [Ru(cod)methylallyl 2] and DPPF was developed for the environmentally benign hydrogenation of various nitriles to give primary amines. A solution of benzonitrile in toluene was transferred by syringe into an autoclave that contained argon and KOtBu. The catalyst was generated in situ by stirring [Ru(cod)methylallyl2] and DPPF in toluene for 10 min and transferring the solution by syringe into the autoclave. the reaction mixture was filtered through a short plug of silica gel and the yield was measured by GC. A superior catalyst activity with a TOF of up to 5783 h-1 is achieved in the model reaction under optimized conditions. The results also show that [Ru(cod)methylallyl2]/DPPF catalyst system exhibit a broad functional group tolerance.

Original languageEnglish
Pages (from-to)9491-9494
Number of pages4
JournalChemistry - A European Journal
Volume14
Issue number31
DOIs
StatePublished - 29 Oct 2008
Externally publishedYes

Keywords

  • Homogeneous catalysis
  • Hydrogenation
  • Nitriles
  • P ligands
  • Primary amines
  • Ruthenium

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