PEPPSI-Type Palladium Complexes Containing Basic 1,2,3-Triazolylidene Ligands and Their Role in Suzuki-Miyaura Catalysis

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dc.contributor.authorCanseco-Gonzalez, Daniel-
dc.contributor.authorGniewek, Andrzej-
dc.contributor.authorSzulmanowcz, Michal-
dc.contributor.authorMüller-Bunz, Helge-
dc.contributor.authorTrzeciak, Anna M.-
dc.contributor.authorAlbrecht, Martin-
dc.date.accessioned2015-05-22T15:46:01Z-
dc.date.available2015-05-22T15:46:01Z-
dc.date.copyright2012 Wileyen
dc.date.issued2012-05-07-
dc.identifier.citationChemistry: A European Journalen
dc.identifier.urihttp://hdl.handle.net/10197/6593-
dc.description.abstractA series of PEPPSI-type palladium(II) complexes was synthesized that contain 3-chloropyridine as an easily removable ligand and a triazolylidene as a strongly donating mesoionic spectator ligand. Catalytic tests in Suzuki–Miyaura cross-coupling reactions revealed the activity of these complexes towards aryl bromides and aryl chlorides at moderate temperatures (50 °C). However, the impact of steric shielding was the inverse of that observed with related normal Nheterocyclic carbenes (imidazol-2-ylidenes) and sterically congested mesityl substituents induced lower activity than small alkyl groups. Mechanistic investigations, including mercury poisoning experiments, TEM analyses, and ESI mass spectrometry, provide evidence for ligand dissociation and the formation of nanoparticles as a catalyst resting state. These heterogeneous particles provide a reservoir for soluble palladium atoms or clusters as operationally homogeneous catalysts for the arylation of aryl halides. Clearly, the substitution of a normal N-heterocyclic carbene for a more basic triazolylidene ligand in the precatalyst has a profound impact on the mode of action of the catalytic system.en
dc.description.sponsorshipEuropean Research Councilen
dc.description.sponsorshipScience Foundation Irelanden
dc.language.isoenen
dc.publisherWileyen
dc.rightsThis is the author's version of the following article: Daniel Canseco-Gonzalez, Dr. Andrzej Gniewek, Michal Szulmanowicz, Dr. Helge Müller-Bunz, Prof. Dr. Anna M. Trzeciak, and Prof. Dr. Martin Albrecht1 (2012) "PEPPSI-Type Palladium Complexes Containing Basic 1,2,3-Triazolylidene Ligands and Their Role in Suzuki-Miyaura Catalysis" Chemistry: A European Journal, 18(19): 6055-6062 which has been published in final form at http://dx.doi.org/10.1002/chem.201103719.en
dc.subjectCross-couplingen
dc.subjectHeterogeneous catalysisen
dc.subjectHomogeneous catalysisen
dc.subjectMesoionic carbeneen
dc.subjectPalladiumen
dc.titlePEPPSI-Type Palladium Complexes Containing Basic 1,2,3-Triazolylidene Ligands and Their Role in Suzuki-Miyaura Catalysisen
dc.typeJournal Articleen
dc.internal.authorcontactothermartin.albrecht@ucd.ie-
dc.statusPeer revieweden
dc.identifier.volume18en
dc.identifier.issue19en
dc.identifier.startpage6055en
dc.identifier.endpage6062en
dc.identifier.doi10.1002/chem.201103719-
dc.neeo.contributorCanseco-Gonzalez|Daniel|aut|-
dc.neeo.contributorGniewek|Andrzej|aut|-
dc.neeo.contributorSzulmanowcz|Michal|aut|-
dc.neeo.contributorMüller-Bunz|Helge|aut|-
dc.neeo.contributorTrzeciak|Anna M.|aut|-
dc.neeo.contributorAlbrecht|Martin|aut|-
dc.internal.rmsid314322173-
dc.date.updated2015-05-12T13:19:05Z-
item.grantfulltextopen-
item.fulltextWith Fulltext-
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