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Stereoselective single (copper) or double (platinum) boronation of alkynes catalyzed by magnesia-supported copper oxide or platinum nanoparticles

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Stereoselective single (copper) or double (platinum) boronation of alkynes catalyzed by magnesia-supported copper oxide or platinum nanoparticles

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dc.contributor.author Grirrane, Abdessamad es_ES
dc.contributor.author Corma Canós, Avelino es_ES
dc.contributor.author García Gómez, Hermenegildo es_ES
dc.date.accessioned 2013-11-20T09:28:41Z
dc.date.issued 2011-02-18
dc.identifier.issn 0947-6539
dc.identifier.uri http://hdl.handle.net/10251/33797
dc.description.abstract Copper(II) oxide nanoparticles supported on magnesia have been prepared from CuII supported on magnesia by hydrogen reduction at 400°C followed by storage under ambient conditions. X-ray photoelectron spectroscopy of the material clearly shows that immediately after the reduction copper(0)-metal nanoparticles are present on the magnesia support, but they undergo fast oxidation to copper oxide upon contact with the ambient for a short time. TEM images show that the catalytically active CuO/MgO material is formed of well-dispersed copper oxide nanoparticles supported on fibrous MgO. CuO/MgO exhibits a remarkable catalytic activity for the monoborylation of aromatic, aliphatic, terminal, and internal alkynes, the products being formed with high regio- (borylation at the less substituted carbon) and stereoselectivity (trans-configured). CuO/MgO exhibits complete chemoselectivity towards the monoborylation of alkynes in the presence of alkenes. Other metal nanoparticles such as gold or palladium are inactive towards borylation, but undergo undesirable oligomerization or partial hydrogenation of the C[TRIPLE BOND]C triple bond. In contrast, platinum, either supported on magnesia or on nanoparticulate ceria, efficiently promotes the stereoselective diborylation of alkynes to yield a cis-configured diboronate alkene. By using platinum as the catalyst we have developed a tandem diborylation/hydrogenation reaction that gives vic-diboronated alkanes from alkynes in one pot. es_ES
dc.description.sponsorship Financial support from the Spanish Ministry of Science and Innovation (Consolider Ingenio 2010 project MULTICAT and CQT2009-11853) is gratefully acknowledged. A.G. thanks the CSIC for a research associate JAE contract. We also thank Fundacion Areces for the financial support of this research. en_EN
dc.format.extent 12 es_ES
dc.language Inglés es_ES
dc.publisher Wiley-VCH Verlag es_ES
dc.relation Spanish Ministry of Science and Innovation [CQT2009-11853] es_ES
dc.relation CSIC es_ES
dc.relation Fundacion Areces es_ES
dc.relation.ispartof Chemistry - A European Journal es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject Boron es_ES
dc.subject Copper es_ES
dc.subject Heterogeneous catalysis es_ES
dc.subject Platinum es_ES
dc.subject Supported catalysts es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.title Stereoselective single (copper) or double (platinum) boronation of alkynes catalyzed by magnesia-supported copper oxide or platinum nanoparticles es_ES
dc.type Artículo es_ES
dc.embargo.lift 10000-01-01
dc.embargo.terms forever es_ES
dc.identifier.doi 10.1002/chem.201002777
dc.rights.accessRights Cerrado es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química es_ES
dc.contributor.affiliation Universitat Politècnica de València. Instituto Universitario Mixto de Tecnología Química - Institut Universitari Mixt de Tecnologia Química es_ES
dc.description.bibliographicCitation Grirrane, A.; Corma Canós, A.; García Gómez, H. (2011). Stereoselective single (copper) or double (platinum) boronation of alkynes catalyzed by magnesia-supported copper oxide or platinum nanoparticles. Chemistry - A European Journal. 17(8):2467-2478. doi:10.1002/chem.201002777 es_ES
dc.description.accrualMethod Senia es_ES
dc.relation.publisherversion http://dx.doi.org/10.1002/chem.201002777 es_ES
dc.description.upvformatpinicio 2467 es_ES
dc.description.upvformatpfin 2478 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 17 es_ES
dc.description.issue 8 es_ES
dc.relation.senia 40322


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