N-Heterocyclic Carbenes (NHCs) Containing N-C-Palladacycle Complexes: Synthesis and Reactivity in Aryl Amination Reactions

Julie Broggi, Herve Clavier, Steven Patrick Nolan

Research output: Contribution to journalArticlepeer-review

84 Citations (Scopus)

Abstract

Starting from the corresponding dimer, new saturated NHC-containing N,N-dimethyl biphenylamine (DMBPA) palladacycle complexes have been synthesized and fully characterized. Catalytic activity of these well-defined, air- and moisture-stable palladium(II) complexes was evaluated in the Buchwald-Hartwig amination involving a range of unactivated aryl chlorides. From a practical perspective, the reaction conditions required when using [(NHC)Pd(palladacycle)Cl] systems are very appealing. The organic biphenyl ligand used in the synthesis of the pallaclacycles has been synthesized using a Suzuki-Miyaura cross-coupling employing the novel palladacycle-NHC complexes.

Original languageEnglish
Pages (from-to)5525-5531
Number of pages7
JournalOrganometallics
Volume27
Issue number21
DOIs
Publication statusPublished - 10 Nov 2008

Keywords

  • CROSS-COUPLING REACTIONS
  • PALLADIUM-CATALYZED AMINATION
  • ROOM-TEMPERATURE
  • SUZUKI-MIYAURA
  • (NHC)PD(ALLYL)CL NHC
  • HECK REACTION
  • PHOSPHA-PALLADACYCLES
  • HOMOGENEOUS CATALYSIS
  • OLEFIN METATHESIS
  • BUCHWALD-HARTWIG

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