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Intermolecular [2 + 2] cycloaddition of alkene catalyzed by Au(I) complexes. What are the catalytic sites involved?

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Intermolecular [2 + 2] cycloaddition of alkene catalyzed by Au(I) complexes. What are the catalytic sites involved?

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dc.contributor.author Grirrane ., Abdessamad es_ES
dc.contributor.author García Gómez, Hermenegildo es_ES
dc.contributor.author Corma Canós, Avelino es_ES
dc.contributor.author Alvarez, Eleuterio es_ES
dc.date.accessioned 2013-04-12T06:21:34Z
dc.date.available 2013-04-12T06:21:34Z
dc.date.issued 2011
dc.identifier.issn 2155-5435
dc.identifier.uri http://hdl.handle.net/10251/27794
dc.description.abstract : Bulky Au(I) biphenylphosphine complexes form with phenylacetylene isolable digold complexes under conditions of the room-temperature intermolecular [2 + 2] cycloaddition of phenylacetylene and ¿-methylstyrene. Singlecrystal X-ray di¿raction (XRD) of two digold complexes show the presence of Au atoms connected to the CtC triple bond of a phenylacetylene subunit through a¿ and a ¿ bond. The two Au atoms are ¿uxional and undergo exchange even at 80 C. These digold complexes exhibit as catalysts almost complete selectivity toward the intermolecular cycloaddition and higher¿nal yield to the corresponding cyclobutene than the corresponding mono Au(I) complex precursor. The di¿erence in selectivity between the commercial mono Au(I) complex and the corresponding digold-phenylacetylene complex was found to be due to the generation of Br¿onsted acids of the counteranion [HSbF6 or HN(CF3 SO2 ) 2 in the cases studied] that are formed by replacement of the CtC H by a CtC Au bond. This Br¿onsted acid causes¿-methylstyrene dimerization and degradation of the cyclobutene, two processes that do not occur when the reaction is promoted by the digold complex. es_ES
dc.description.sponsorship Financial support by Spanish Ministry of Science and Innovation (Consolider MULTICAT and CTQ 2009-11586) is gratefully acknowledged. The Generalidad Valenciana is also thanked for partial financial support (Prometeo Grant). en_EN
dc.language Inglés en_EN
dc.publisher American Chemical Society
dc.relation.ispartof ACS CATALYSIS es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject Homogeneous gold catalysis es_ES
dc.subject Cycloaddition reaction es_ES
dc.subject Diaurate complex as catalyst es_ES
dc.subject Au(I) complex as precatalyst es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.title Intermolecular [2 + 2] cycloaddition of alkene catalyzed by Au(I) complexes. What are the catalytic sites involved? es_ES
dc.type Artículo es_ES
dc.embargo.terms forever
dc.identifier.doi 10.1021/cs2004278
dc.rights.accessRights Cerrado es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química es_ES
dc.description.bibliographicCitation Grirrane ., A.; García Gómez, H.; Corma Canós, A.; Alvarez, E. (2011). Intermolecular [2 + 2] cycloaddition of alkene catalyzed by Au(I) complexes. What are the catalytic sites involved?. ACS CATALYSIS. 1(12):1647-1653. doi:10.1021/cs2004278 es_ES
dc.description.accrualMethod Senia es_ES
dc.relation.publisherversion http://dx.doi.org/10.1021/cs2004278
dc.description.upvformatpinicio 1647 es_ES
dc.description.upvformatpfin 1653 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 1 es_ES
dc.description.issue 12 es_ES
dc.relation.senia 209402


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