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

Handle URI:
http://hdl.handle.net/10754/562127
Title:
[PdA (IPr*) (cinnamyl)Cl]: An efficient pre-catalyst for the preparation of tetra-ortho-substituted biaryls by Suzuki-Miyaura cross-coupling
Authors:
Chartoire, Anthony; Lesieur, Mathieu; Falivene, Laura; Slawin, Alexandra M. Z.; Cavallo, Luigi ( 0000-0002-1398-338X ) ; Cazin, Catherine S J; Nolan, Steven P.
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.
KAUST Department:
Biological and Environmental Sciences and Engineering (BESE) Division; KAUST Catalysis Center (KCC); Physical Sciences and Engineering (PSE) Division; Chemical Science Program
Publisher:
Wiley-Blackwell
Journal:
Chemistry - A European Journal
Issue Date:
13-Mar-2012
DOI:
10.1002/chem.201104009
Type:
Article
ISSN:
09476539
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.
Is Supplemented By:
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:http://hdl.handle.net/10754/624668
Appears in Collections:
Articles; Physical Sciences and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC); Biological and Environmental Sciences and Engineering (BESE) Division

Full metadata record

DC FieldValue Language
dc.contributor.authorChartoire, Anthonyen
dc.contributor.authorLesieur, Mathieuen
dc.contributor.authorFalivene, Lauraen
dc.contributor.authorSlawin, Alexandra M. Z.en
dc.contributor.authorCavallo, Luigien
dc.contributor.authorCazin, Catherine S Jen
dc.contributor.authorNolan, Steven P.en
dc.date.accessioned2015-08-03T09:45:26Zen
dc.date.available2015-08-03T09:45:26Zen
dc.date.issued2012-03-13en
dc.identifier.issn09476539en
dc.identifier.doi10.1002/chem.201104009en
dc.identifier.urihttp://hdl.handle.net/10754/562127en
dc.description.abstractThe 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.en
dc.description.sponsorshipWe 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.en
dc.publisherWiley-Blackwellen
dc.subjectbiarylsen
dc.subjectcross-couplingen
dc.subjectN-heterocyclic carbenesen
dc.subjectpalladiumen
dc.title[PdA (IPr*) (cinnamyl)Cl]: An efficient pre-catalyst for the preparation of tetra-ortho-substituted biaryls by Suzuki-Miyaura cross-couplingen
dc.typeArticleen
dc.contributor.departmentBiological and Environmental Sciences and Engineering (BESE) Divisionen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.contributor.departmentChemical Science Programen
dc.identifier.journalChemistry - A European Journalen
dc.contributor.institutionEaStCHEM School of Chemistry, University of St Andrews, St Andrews, KY16 9ST, United Kingdomen
dc.contributor.institutionDipartimento di Chimica, Università di Salerno, Via Ponte don Melillo, 84084 Fisciano, Italyen
kaust.authorCavallo, Luigien
dc.relation.isSupplementedByChartoire, 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/ccxsr8pen
dc.relation.isSupplementedByDOI:10.5517/ccxsr8pen
dc.relation.isSupplementedByHANDLE:http://hdl.handle.net/10754/624668en
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