Highly Active Well-Defined Palladium Precatalysts for the Efficient Amination of Aryl Chlorides

Anthony Chartoire, Mathieu Lesieur, Alexandra M. Z. Slawin, Steven P. Nolan, Catherine S. J. Cazin

Research output: Contribution to journalArticlepeer-review

38 Citations (Scopus)

Abstract

The efficient preparation of [Pd(Amphos)(cinnamyl)Cl)] and [Pd(Amphos)(TFA)(kappa(2)-N,C-C6H4-CH2-NMe2)] (Amphos = 4-(di-tert-butylphosphino)-N,N-dimethylaniline and TFA = trifluoroacetate), two new well-defined palladium precatalysts, is reported. These complexes prove highly active in the Buchwald-Hartwig amination reaction, allowing the coupling of a wide range of (hetero)aryl chlorides, including unactivated, neutral, and sterically hindered substrates, with a wide range of amines, including primary and secondary amines. Finally, the catalytic systems have proven efficient at low catalyst loadings ranging from 0.1 to 0.3 mol %.

Original languageEnglish
Pages (from-to)4432-4436
Number of pages5
JournalOrganometallics
Volume30
Issue number16
Early online date28 Jul 2011
DOIs
Publication statusPublished - 22 Aug 2011

Keywords

  • N-HETEROCYCLIC CARBENE
  • CROSS-COUPLING REACTIONS
  • TEMPERATURE SUZUKI-MIYAURA
  • LONG-LIVED CATALYSTS
  • BUCHWALD-HARTWIG
  • (NHC)PD(ALLYL)CL NHC
  • BOND FORMATION
  • RECYCLABLE CATALYSTS
  • ARYLBORONIC ACIDS
  • C-N

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