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dc.contributor.authorBolliger, Jeanne L.-
dc.contributor.authorFrech, Christian M.-
dc.date.accessioned2018-09-12T12:47:47Z-
dc.date.available2018-09-12T12:47:47Z-
dc.date.issued2010-
dc.identifier.issn0947-6539de_CH
dc.identifier.issn1521-3765de_CH
dc.identifier.urihttps://digitalcollection.zhaw.ch/handle/11475/10468-
dc.description.abstractDichloro-bis(aminophosphine) complexes are stable depot forms of palladium nanoparticles and have proved to be excellent Suzuki-Miyaura catalysts. Simple modifications of the ligand (and/or the addition of water to the reaction mixture) have allowed their formation to be controlled. Dichlorobis[1-(dicyclohexylphosphanyl)piperidine]palladium (3), the most active catalyst of the investigated systems, is a highly convenient, reliable, and extremely active Suzuki catalyst with excellent functional group tolerance that enables the quantitative coupling of a wide variety of activated, nonactivated, and deactivated and/or sterically hindered functionalized and heterocyclic aryl and benzyl bromides with only a slight excess (1.1-1.2 equiv) of arylboronic acid at 80°C in the presence of 0.2 mol% of the catalyst in technical grade toluene in flasks open to the air. Conversions of >95% were generally achieved within only a few minutes. The reaction protocol presented herein is universally applicable. Side-products have only rarely been detected. The catalytic activities of the aminophosphine-based systems were found to be dramatically improved compared with their phosphine analogue as a result of significantly faster palladium nanoparticle formation. The decomposition products of the catalysts are dicyclohexylphosphinate, cyclohexylphosphonate, and phosphate, which can easily be separated from the coupling products, a great advantage when compared with non-water-soluble phosphine-based systems.de_CH
dc.language.isoende_CH
dc.publisherWileyde_CH
dc.relation.ispartofChemistry - A European Journalde_CH
dc.rightsLicence according to publishing contractde_CH
dc.subjectCatalysisde_CH
dc.subjectCross-linking reagentsde_CH
dc.subjectX-ray crystallographyde_CH
dc.subjectLigandsde_CH
dc.subjectMolecular modelsde_CH
dc.subjectNanoparticlesde_CH
dc.subjectOrganometallic compoundsde_CH
dc.subjectPalladiumde_CH
dc.subjectPhosphinesde_CH
dc.subjectStereoisomerismde_CH
dc.subject.ddc540: Chemiede_CH
dc.titleDichloro-bis(aminophosphine) complexes of palladium : highly convenient, reliable and extremely active Suzuki-Miyaura catalysts with excellent functional group tolerancede_CH
dc.typeBeitrag in wissenschaftlicher Zeitschriftde_CH
dcterms.typeTextde_CH
zhaw.departementLife Sciences und Facility Managementde_CH
dc.identifier.doi10.1002/chem.200903309de_CH
dc.identifier.pmid20187044de_CH
zhaw.funding.euNode_CH
zhaw.issue13de_CH
zhaw.originated.zhawNode_CH
zhaw.pages.end4081de_CH
zhaw.pages.start4075de_CH
zhaw.publication.statuspublishedVersionde_CH
zhaw.volume16de_CH
zhaw.publication.reviewPeer review (Publikation)de_CH
Appears in collections:Publikationen Life Sciences und Facility Management

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Bolliger, J. L., & Frech, Christian M. (2010). Dichloro-bis(aminophosphine) complexes of palladium : highly convenient, reliable and extremely active Suzuki-Miyaura catalysts with excellent functional group tolerance. Chemistry - A European Journal, 16(13), 4075–4081. https://doi.org/10.1002/chem.200903309
Bolliger, J.L. and Frech, Christian M. (2010) ‘Dichloro-bis(aminophosphine) complexes of palladium : highly convenient, reliable and extremely active Suzuki-Miyaura catalysts with excellent functional group tolerance’, Chemistry - A European Journal, 16(13), pp. 4075–4081. Available at: https://doi.org/10.1002/chem.200903309.
J. L. Bolliger and Christian M. Frech, “Dichloro-bis(aminophosphine) complexes of palladium : highly convenient, reliable and extremely active Suzuki-Miyaura catalysts with excellent functional group tolerance,” Chemistry - A European Journal, vol. 16, no. 13, pp. 4075–4081, 2010, doi: 10.1002/chem.200903309.
BOLLIGER, Jeanne L. und Christian M. FRECH, 2010. Dichloro-bis(aminophosphine) complexes of palladium : highly convenient, reliable and extremely active Suzuki-Miyaura catalysts with excellent functional group tolerance. Chemistry - A European Journal. 2010. Bd. 16, Nr. 13, S. 4075–4081. DOI 10.1002/chem.200903309
Bolliger, Jeanne L., and Christian M. Frech. 2010. “Dichloro-Bis(aminophosphine) Complexes of Palladium : Highly Convenient, Reliable and Extremely Active Suzuki-Miyaura Catalysts with Excellent Functional Group Tolerance.” Chemistry - A European Journal 16 (13): 4075–81. https://doi.org/10.1002/chem.200903309.
Bolliger, Jeanne L., and Christian M. Frech. “Dichloro-Bis(aminophosphine) Complexes of Palladium : Highly Convenient, Reliable and Extremely Active Suzuki-Miyaura Catalysts with Excellent Functional Group Tolerance.” Chemistry - A European Journal, vol. 16, no. 13, 2010, pp. 4075–81, https://doi.org/10.1002/chem.200903309.


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