[PdA (IPr*) (cinnamyl)Cl]: An efficient pre-catalyst for the preparation of tetra-ortho-substituted biaryls by Suzuki-Miyaura cross-coupling

Type
Article
Authors
Chartoire, Anthony
Lesieur, Mathieu
Falivene, Laura cc
Slawin, Alexandra M. Z.
Cavallo, Luigi cc
Cazin, Catherine S. J. cc
Nolan, Steven P. cc
KAUST Department
Biological and Environmental Sciences and Engineering (BESE) Division
Chemical Science Program
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Date
2012-03-13
Online Publication Date
2012-03-13
Print Publication Date
2012-04-10
Permanent link to this record
http://hdl.handle.net/10754/562127

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Abstract
The bigger the better: The new well-defined [Pd(IPr*)(cin)Cl] pre-catalyst is described (see scheme). This complex proves to be highly active in the Suzuki-Miyaura cross-coupling for the synthesis of tetra-ortho- substituted biaryls under mild conditions. IPr* is reported as the largest N-heterocyclic carbene (NHC) to date for [Pd(NHC)(cin)Cl] complexes, explaining the high reactivity observed for this complex in this challenging transformation. © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Citation
Chartoire, A., Lesieur, M., Falivene, L., Slawin, A. M. Z., Cavallo, L., Cazin, C. S. J., & Nolan, S. P. (2012). [Pd(IPr*)(cinnamyl)Cl]: An Efficient Pre-catalyst for the Preparation of Tetra-ortho-substituted Biaryls by Suzuki-Miyaura Cross-Coupling. Chemistry - A European Journal, 18(15), 4517–4521. doi:10.1002/chem.201104009
Sponsors
We gratefully acknowledge the EC for funding through the seventh framework programme SYNFLOW. We thank the EPSCR National Mass Spectrometry Service Center in Swansea for mass spectrometric analyses. Umicore AG is thanked for its generous gifts of materials. S.P.N. is a Royal Society Wolfson Research Merit Award holder. C.S.J.C. acknowledges the Royal Society for a University Research Fellowship.
Publisher
Wiley
Journal
Chemistry - A European Journal
DOI
10.1002/chem.201104009
Relations
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  • [Dataset]
    Chartoire, A., Lesieur, M., Falivene, L., Slawin, A. M. Z., Cavallo, L., Cazin, C. S. J., & Nolan, S. P. (2012). CCDC 857933: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccxsr8p. DOI: 10.5517/ccxsr8p HANDLE: 10754/624668
Collections
Articles; Biological and Environmental Science and Engineering (BESE) Division; Physical Science and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)