Palladium and Bimetallic Palladium–Nickel Nanoparticles Supported on Multiwalled Carbon Nanotubes: Application to Carbon–Carbon Bond-Forming Reactions in Water

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dc.contributorSíntesis Asimétrica (SINTAS)es
dc.contributorMateriales Carbonosos y Medio Ambientees
dc.contributor.authorOhtaka, Atsushi-
dc.contributor.authorSansano, Jose M.-
dc.contributor.authorNájera, Carmen-
dc.contributor.authorMiguel García, Izaskun-
dc.contributor.authorBerenguer-Murcia, Ángel-
dc.contributor.authorCazorla-Amorós, Diego-
dc.contributor.otherUniversidad de Alicante. Departamento de Química Orgánicaes
dc.contributor.otherUniversidad de Alicante. Departamento de Química Inorgánicaes
dc.contributor.otherUniversidad de Alicante. Instituto Universitario de Síntesis Orgánicaes
dc.contributor.otherUniversidad de Alicante. Instituto Universitario de Materialeses
dc.date.accessioned2015-07-13T10:21:28Z-
dc.date.available2015-07-13T10:21:28Z-
dc.date.issued2015-06-15-
dc.identifier.citationChemCatChem. 2015, 7(12): 1841-1847. doi:10.1002/cctc.201500164es
dc.identifier.issn1867-3880 (Print)-
dc.identifier.issn1867-3899 (Online)-
dc.identifier.urihttp://hdl.handle.net/10045/48317-
dc.description.abstractPalladium and bimetallic Pd–Ni nanoparticles (NPs) protected by polyvinylpyrrolidone were prepared by the reduction-by-solvent method and deposited on multiwalled carbon nanotubes (MWCNTs). The catalytic activity of these NPs to carbon–carbon bond-forming reactions was studied by using 0.1 mol % Pd loading, at 120 °C for 1 h and water as a solvent under ligand-free conditions. The Suzuki–Miyaura reaction took place quantitatively for the cross-coupling of 4-bromoanisole with phenylboronic acid, better than those obtained with potassium phenyltrifluoroborate, with Pd50Ni50/MWCNTs as a catalyst and K2CO3 as a base and TBAB as an additive, with good recyclability during 4 cycles with some Ni leaching. The Hiyama reaction of 4-iodoanisole with trimethoxyphenylsilane, under fluoride-free conditions using 50 % aqueous NaOH solution, was performed with Pd/MWCNTs as a catalyst in 83 % yield with low recyclability. For the Mizoroki-Heck reaction 4-iodoanisole and styrene gave the corresponding 4-methoxystilbene quantitatively with Pd50Ni50/MWCNTs using K2CO3 as a base and TBAB as an additive although the recycle failed. In the case of the Sonogashira-Hagihara reaction, Pd/MWCNTs had to be used as a catalyst and pyrrolidine as a base for the coupling of 4-iodoanisole with phenylacetylene under copper-free conditions. The corresponding 4-methoxytolane was quantitatively obtained allowing the recycling of the catalyst during 3 cycles.es
dc.description.sponsorshipThe Spanish Ministerios de Ciencia e Innovación (MICINN) and Economía y Competitividad (MINECO) (projects CTQ 2007-62771/BQU, CTQ2010-20387, CTQ2013-43446-P, Consolider Ingenio 2010, CSD2007-00006, CTQ2014-51912-REDC, CTQ2012-31762 and RyC-2009-03813 fellowship), FEDER, the Generalitat Valenciana (PROMETEO 2009/039, PROMETEOII/2014/010, and PROMETEOII/2014/017) and the University of Alicante are gratefully acknowledged for financial support.es
dc.languageenges
dc.publisherWiley-VCH Verlag GmbH & Co. KGaAes
dc.rights© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheimes
dc.subjectCross-couplinges
dc.subjectNanoparticleses
dc.subjectNanotubeses
dc.subjectPalladiumes
dc.subjectWateres
dc.subject.otherQuímica Orgánicaes
dc.subject.otherQuímica Inorgánicaes
dc.titlePalladium and Bimetallic Palladium–Nickel Nanoparticles Supported on Multiwalled Carbon Nanotubes: Application to Carbon–Carbon Bond-Forming Reactions in Wateres
dc.typeinfo:eu-repo/semantics/articlees
dc.peerreviewedsies
dc.identifier.doi10.1002/cctc.201500164-
dc.relation.publisherversionhttp://dx.doi.org/10.1002/cctc.201500164es
dc.rights.accessRightsinfo:eu-repo/semantics/openAccesses
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