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dc.contributor.authorBolliger, Jeanne L.-
dc.contributor.authorFrech, Christian M.-
dc.date.accessioned2018-09-12T13:56:47Z-
dc.date.available2018-09-12T13:56:47Z-
dc.date.issued2009-
dc.identifier.issn1615-4150de_CH
dc.identifier.issn1615-4169de_CH
dc.identifier.urihttps://digitalcollection.zhaw.ch/handle/11475/10479-
dc.description.abstractSequential addition of 1,1′,1′′‐phosphinetriyltripiperidine and 1,3‐diaminobenzene or resorcinol to toluene solutions of (cyclooctadiene)palladium dichloride [Pd(cod)(Cl)2] under nitrogen in “one pot” almost quantitatively yielded the aminophosphine‐based pincer complexes {[C6H3‐2,6‐(XP{piperidinyl}2)2]Pd(Cl)} (X=NH 1; X=O 2). Complex 1 (and to a minor extent 2) proved to be efficient Sonogashira catalysts, which allow the quantitative coupling of various electronically deactivated and/or sterically hindered and functionalized aryl iodides and aryl bromides with several alkynes as coupling partners within very short reaction times and low catalyst loadings. Importantly, in contrast to most of the Sonogashira catalysts, which either are both air‐ and moisture‐sensitive and/or require the addition of co‐catalysts, such as copper(I) iodide [CuI], for example, or a large excess of an amine, the coupling reactions were carried out without the use of amines, co‐catalysts or other aditives and without exclusion of air and moisture. Moreover, the desired products were exclusively formed (no side‐products were detected) without employing an excess of one of the substrates. Ethylene glycol and potassium phosphate (K3PO4) were found to be the ideal solvent and base for this transformation. Experimental observations strongly indicate that palladium nanoparticles are not the catalytically active form of 1 and 2. On the other hand, their transformation into another homogeneous catalytically active species cannot be excluded.de_CH
dc.language.isoende_CH
dc.publisherWileyde_CH
dc.relation.ispartofAdvanced synthesis & catalysisde_CH
dc.rightsLicence according to publishing contractde_CH
dc.subject.ddc540: Chemiede_CH
dc.titleHighly convenient, clean, fast, and reliable Sonogashira coupling reactions promoted by aminophosphine-based pincer complexes of palladium performed under additive- and amine-free reaction conditionsde_CH
dc.typeBeitrag in wissenschaftlicher Zeitschriftde_CH
dcterms.typeTextde_CH
zhaw.departementLife Sciences und Facility Managementde_CH
dc.identifier.doi10.1002/adsc.200900112de_CH
zhaw.funding.euNode_CH
zhaw.issue6de_CH
zhaw.originated.zhawNode_CH
zhaw.pages.end902de_CH
zhaw.pages.start891de_CH
zhaw.publication.statuspublishedVersionde_CH
zhaw.volume351de_CH
zhaw.publication.reviewPeer review (Publikation)de_CH
Appears in Collections:Publikationen Life Sciences und Facility Management

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