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Insights into the catalytic activity of [Pd(NHC)(cin)Cl] (NHC = IPr, IPrCl, IPrBr) complexes in the Suzuki-Miyaura reaction

Research output: Contribution to journalArticle

Author(s)

Frederic Izquierdo, Caroline Zinser, Yury Minenkov, David Cordes, Alexandra Slawin, Luigi Cavallo, Fady Nahra, Catherine Cazin, Steven Patrick Nolan

School/Research organisations

Abstract

The influence of C4,5-halogenation on palladium N-heterocyclic carbene complexes and their activity in the Suzuki-Miyaura reaction have been investigated. Two [Pd(NHC)(cin)Cl] complexes bearing IPrCl and IPrBr ligands were synthesized. After determining electronic and steric properties of these ligands, their properties were compared to those of [Pd(IPr)(cin)Cl]. The three palladium complexes were studied using DFT calculations to delineate their behaviour in the activation step leading to the putative 12-electron active catalyst. Experimentally, their catalytic activity in the Suzuki-Miyaura reaction involving a wide range of coupling partners (30 entries) at low catalyst loading was studied.
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Details

Original languageEnglish
Pages (from-to)601-611
JournalChemCatChem
Volume10
Issue number3
Early online date19 Dec 2017
DOIs
Publication statusPublished - 7 Feb 2018

    Research areas

  • Catalysis, NHC, Palladium, Suzuki-Miyaura, DFT

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