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Carbon-Carbon Bond Formation and Hydrogen Production in the Ketonization of Aldehydes

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Carbon-Carbon Bond Formation and Hydrogen Production in the Ketonization of Aldehydes

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dc.contributor.author Orozco Arboleda, Lina Marcela es_ES
dc.contributor.author Renz, Michael es_ES
dc.contributor.author Corma Canós, Avelino es_ES
dc.date.accessioned 2017-06-26T07:38:31Z
dc.date.available 2017-06-26T07:38:31Z
dc.date.issued 2016-09-08
dc.identifier.issn 1864-5631
dc.identifier.uri http://hdl.handle.net/10251/83589
dc.description.abstract Aldehydes possess relatively high chemical energy, which is the driving force for disproportionation reactions such as Cannizzaro and Tishchenko reactions. Generally, this energy is wasted if aldehydes are transformed into carboxylic acids with a sacrificial oxidant. Here, we describe a cascade reaction in which the surplus energy of the transformation is liberated as molecular hydrogen for the oxidation of heptanal to heptanoic acid by water, and the carboxylic acid is transformed into potentially industrially relevant symmetrical ketones by ketonic decarboxylation. The cascade reaction is catalyzed by monoclinic zirconium oxide (m-ZrO2). The reaction mechanism has been studied through cross-coupling experiments between different aldehydes and acids, and the final symmetrical ketones are formed by a reaction pathway that involves the previously formed carboxylic acids. Isotopic studies indicate that the carboxylic acid can be formed by a hydride shift from the adsorbed aldehyde on the metal oxide surface in the absence of noble metals. es_ES
dc.description.sponsorship The authors thank MINECO (CTQ2015-67591-P, Consolider Ingenio 2010-MULTICAT and Severo Ochoa program, SEV-2012-0267) and Generalitat Valenciana (PROMETEO II/2013/011 Project) for funding this work. L.M.O. is grateful to the COLCIENCIAS institute for a Francisco-Jose-de-Caldas (512/2010) doctoral fellowship. en_EN
dc.language Inglés es_ES
dc.publisher Wiley es_ES
dc.relation MINECO CTQ2015-67591-P SEV-2012-0267 es_ES
dc.relation Generalitat Valenciana PROMETEO II/2013/011 es_ES
dc.relation COLCIENCIAS institute for a Francisco-Jose-de-Caldas 512/2010 es_ES
dc.relation.ispartof ChemSusChem es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject Aldehydes es_ES
dc.subject biomass es_ES
dc.subject carboxylic acids es_ES
dc.subject heterogeneous catalysis es_ES
dc.subject ketones es_ES
dc.subject.classification QUIMICA INORGANICA es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.title Carbon-Carbon Bond Formation and Hydrogen Production in the Ketonization of Aldehydes es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1002/cssc.201600654
dc.rights.accessRights Abierto es_ES
dc.contributor.affiliation Universitat Politècnica de València. Instituto Universitario Mixto de Tecnología Química - Institut Universitari Mixt de Tecnologia Química es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química es_ES
dc.description.bibliographicCitation Orozco Arboleda, LM.; Renz, M.; Corma Canós, A. (2016). Carbon-Carbon Bond Formation and Hydrogen Production in the Ketonization of Aldehydes. ChemSusChem. 9(17):2430-2442. doi:10.1002/cssc.201600654 es_ES
dc.description.accrualMethod Senia es_ES
dc.relation.publisherversion http://doi.org/10.1002/cssc.201600654 es_ES
dc.description.upvformatpinicio 2430 es_ES
dc.description.upvformatpfin 2442 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 9 es_ES
dc.description.issue 17 es_ES
dc.relation.senia 325613 es_ES
dc.identifier.eissn 1864-564X


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