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dc.contributor.authorOberholzer, Miriam-
dc.contributor.authorFrech Nabold, Christian M.-
dc.date.accessioned2018-08-23T13:43:53Z-
dc.date.available2018-08-23T13:43:53Z-
dc.date.issued2014-
dc.identifier.issn1940-087Xde_CH
dc.identifier.urihttps://digitalcollection.zhaw.ch/handle/11475/9483-
dc.description.abstractDichloro-bis(aminophosphine) complexes of palladium with the general formula of [(P{(NC5H10)3-n(C6H11)n})2Pd(Cl)2] (where n = 0-2), belong to a new family of easy accessible, very cheap, and air stable, but highly active and universally applicable C-C cross-coupling catalysts with an excellent functional group tolerance. Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium [(P(NC5H10)3)2Pd(Cl)2] (1), the least stable complex within this series towards protons; e.g. in the form of water, allows an eased nanoparticle formation and hence, proved to be the most active Heck catalyst within this series at 100°C and is a very rare example of an effective and versatile catalyst system that efficiently operates under mild reaction conditions. Rapid and complete catalyst degradation under work-up conditions into phosphonates, piperidinium salts and other, palladium-containing decomposition products assure an easy separation of the coupling products from catalyst and ligands. The facile, cheap, and rapid synthesis of 1,1',1"-(phosphinetriyl)tripiperidine and 1 respectively, the simple and convenient use as well as its excellent catalytic performance in the Heck reaction at 100°C make 1 to one of the most attractive and greenest Heck catalysts available. We provide here the visualized protocols for the ligand and catalyst syntheses as well as the reaction protocol for Heck reactions performed at 10 mmol scale at 100°C and show that this catalyst is suitable for its use in organic syntheses.de_CH
dc.language.isoende_CH
dc.publisherJoVEde_CH
dc.relation.ispartofJournal of Visualized Experimentsde_CH
dc.rightsLicence according to publishing contractde_CH
dc.subjectPalladiumde_CH
dc.subjectPhosphinesde_CH
dc.subjectPiperidinesde_CH
dc.subject.ddc540: Chemiede_CH
dc.titleMizoroki-Heck cross-coupling reactions catalyzed by dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium under mild reaction conditionsde_CH
dc.typeBeitrag in wissenschaftlicher Zeitschriftde_CH
dcterms.typeTextde_CH
zhaw.departementLife Sciences und Facility Managementde_CH
dc.identifier.doi10.3791/51444de_CH
dc.identifier.pmid24686532de_CH
zhaw.funding.euNode_CH
zhaw.originated.zhawYesde_CH
zhaw.publication.statuspublishedVersionde_CH
zhaw.publication.reviewPeer review (Publikation)de_CH
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Oberholzer, M., & Frech Nabold, C. M. (2014). Mizoroki-Heck cross-coupling reactions catalyzed by dichloro{bis[1,1′,1″-(phosphinetriyl)tripiperidine]}palladium under mild reaction conditions. Journal of Visualized Experiments. https://doi.org/10.3791/51444
Oberholzer, M. and Frech Nabold, C.M. (2014) ‘Mizoroki-Heck cross-coupling reactions catalyzed by dichloro{bis[1,1′,1″-(phosphinetriyl)tripiperidine]}palladium under mild reaction conditions’, Journal of Visualized Experiments [Preprint]. Available at: https://doi.org/10.3791/51444.
M. Oberholzer and C. M. Frech Nabold, “Mizoroki-Heck cross-coupling reactions catalyzed by dichloro{bis[1,1′,1″-(phosphinetriyl)tripiperidine]}palladium under mild reaction conditions,” Journal of Visualized Experiments, 2014, doi: 10.3791/51444.
OBERHOLZER, Miriam und Christian M. FRECH NABOLD, 2014. Mizoroki-Heck cross-coupling reactions catalyzed by dichloro{bis[1,1′,1″-(phosphinetriyl)tripiperidine]}palladium under mild reaction conditions. Journal of Visualized Experiments. 2014. DOI 10.3791/51444
Oberholzer, Miriam, and Christian M. Frech Nabold. 2014. “Mizoroki-Heck Cross-Coupling Reactions Catalyzed by Dichloro{Bis[1,1′,1″-(Phosphinetriyl)tripiperidine]}Palladium under Mild Reaction Conditions.” Journal of Visualized Experiments. https://doi.org/10.3791/51444.
Oberholzer, Miriam, and Christian M. Frech Nabold. “Mizoroki-Heck Cross-Coupling Reactions Catalyzed by Dichloro{Bis[1,1′,1″-(Phosphinetriyl)tripiperidine]}Palladium under Mild Reaction Conditions.” Journal of Visualized Experiments, 2014, https://doi.org/10.3791/51444.


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