N-heterocyclic carbene bound nickel(I) complexes and their roles in catalysis

Kainan Zhang, Martin Conda-Sheridan, Shayna R. Cooke, Janis Louie

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Abstract

The new paramagnetic complexes NiI(IMes)2X (IMes = 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene) were prepared from the reaction of Ni(IMes)2 with aryl halides. Products that would arise from oxidative addition were not observed. In contrast, NiII(tmiy) 2(X)(Ar) complexes were formed from the oxidative addition of aryl halides to Ni bound by a sterically less hindered NHC ligand, tmiy (tetramethylimidazol-2-ylidene). The paramagnetic NiI(IMes) 2X complexes were compared to known Ni(0) and Ni(II) catalysts for Kumada and Suzuki coupling reactions. Stoichiometric reactions between the NiI(IMes)2X complexes with aryl halides and transmetalating agents were also evaluated.

Original languageEnglish (US)
Pages (from-to)2546-2552
Number of pages7
JournalOrganometallics
Volume30
Issue number9
DOIs
StatePublished - May 9 2011

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ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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