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

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.

Citation
Nolan SP, Izquierdo F, Zinser C, Minenkov Y, Cordes D, et al. (2017) Insights into the catalytic activity of [Pd(NHC)(cin)Cl] (NHC = IPr, IPrCl, IPrBr) complexes in the Suzuki-Miyaura reaction. ChemCatChem. Available: http://dx.doi.org/10.1002/cctc.201701279.

Acknowledgements
We gratefully acknowledge the European Commission (EC) for funding through the seventh framework program SYNFLOW, the European Research Council (ERC) (Advanced Investigator Award “FUNCAT” to S. P. N.), The Engineering and Physical Sciences Research Council (EPSRC) and AstraZeneca (Studentship to C. M. Z.). We thank the EPSRC National Mass Spectrometry Service Centre in Swansea for mass spectrometric analyses. We thank King Saud University and King Abdullah University of Science and Technology (Award No. OSR-2015-CCF-1974-03.)

Publisher
Wiley

Journal
ChemCatChem

DOI
10.1002/cctc.201701279

Additional Links
http://onlinelibrary.wiley.com/doi/10.1002/cctc.201701279/abstract

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