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dc.contributor.authorBaker, Robert
dc.contributor.authorBegum, Farzana
dc.contributor.authorIkram, Muhammad
dc.contributor.authorTwamley, Brendan
dc.date.accessioned2020-01-14T17:22:28Z
dc.date.available2020-01-14T17:22:28Z
dc.date.issued2019
dc.date.submitted2019en
dc.identifier.citationBegum, F., Ikram, M., Twamley, B. & Baker, R.J., Perfluorinated phosphine and hybrid P-O ligands for Pd catalysed C-C bond forming reactions in solution and on Teflon supports, RSC Advances, 9, 50, 2019, 28936-28945en
dc.identifier.otherY
dc.identifier.urihttps://pubs.rsc.org/en/content/articlelanding/2019/RA/C9RA04863D#!divAbstract
dc.identifier.urihttp://hdl.handle.net/2262/91318
dc.description.abstractThe synthesis of two types of phosphine ligands that feature perfluorinated ponytails is reported. A bidentate (RfCH2CH2)2PCH2CH2P(CH2CH2Rf)2 (Rf = CF3(CF2)n; n = 5, 7) and an alkoxyphosphine made by ring opening a fluorous epoxide, RfCH2CH(OH)CH2PR2 (Rf = CF3(CF2)7), have been prepared and spectroscopically characterised. The electronic effects of the fluorous chains have been elucidated from either the 1JPt–P or 1JP–Se coupling constants in Pt(II) or phosphine selenide compounds. Whilst the bidentate phosphines do not give stable or active Pd catalysts, the hybrid ligand does allow Susuki, Heck and Sonogashira catalysis to be demonstrated with low catalyst loadings and good turnovers. Whilst a fluorous extraction methodology does not give good performance, the ligand can be adsorbed onto Teflon tape and for the Suzuki cross coupling reaction the catalytic system can be run 6 times before activity drops and this has been traced to oxidation of the ligand. Additionally the crystal structure of the hybrid phosphine oxide is reported and the non-covalent interactions discussed.en
dc.format.extent28936-28945en
dc.language.isoenen
dc.relation.ispartofseriesRSC Advances;
dc.relation.ispartofseries9;
dc.relation.ispartofseries50;
dc.rightsYen
dc.subjectPerfluorinated ponytailsen
dc.subjectAlkoxyphosphine madeen
dc.titlePerfluorinated phosphine and hybrid P-O ligands for Pd catalysed C-C bond forming reactions in solution and on Teflon supportsen
dc.typeJournal Articleen
dc.type.supercollectionscholarly_publicationsen
dc.type.supercollectionrefereed_publicationsen
dc.identifier.peoplefinderurlhttp://people.tcd.ie/bakerrj
dc.identifier.rssinternalid210040
dc.identifier.doihttp://dx.doi.org/10.1039/c9ra04863d
dc.rights.ecaccessrightsopenAccess
dc.identifier.orcid_id0000-0003-1416-8659


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