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

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

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

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.
Original languageEnglish (US)
Pages (from-to)601-611
Number of pages11
JournalChemCatChem
Volume10
Issue number3
DOIs
StatePublished - Dec 19 2017

Fingerprint

Dive into the research topics of 'Insights into the catalytic activity of [Pd(NHC)(cin)Cl] (NHC = IPr, IPrCl, IPrBr) complexes in the Suzuki-Miyaura reaction'. Together they form a unique fingerprint.

Cite this