Insights into the catalytic activity of [Pd(NHC)(cin)Cl] (NHC = IPr, IPrCl, IPrBr) complexes in the Suzuki-Miyaura reaction
Type
ArticleAuthors
Nolan, Steven PatrickIzquierdo, Frederic
Zinser, Caroline
Minenkov, Yury

Cordes, David B.

Slawin, Alexandra
Cavallo, Luigi

Nahra, Fady

Cazin, Catherine S. J.

KAUST Department
Chemical Science ProgramKAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Date
2017-12-19Online Publication Date
2017-12-19Print Publication Date
2018-02-07Permanent link to this record
http://hdl.handle.net/10754/625458
Metadata
Show full item recordAbstract
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.Sponsors
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
WileyJournal
ChemCatChemAdditional Links
http://onlinelibrary.wiley.com/doi/10.1002/cctc.201701279/abstractRelations
Is Supplemented By:- [Dataset]
. DOI: 10.5517/ccdc.csd.cc1k03ym HANDLE: 10754/663818
- [Dataset]
. DOI: 10.5517/ccdc.csd.cc1k0670 HANDLE: 10754/663819
ae974a485f413a2113503eed53cd6c53
10.1002/cctc.201701279