Silver-Catalyzed C-C Bond Formation between Methane and Ethyl Diazoacetate in Supercritical CO2

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dc.contributor.authorCaballero Bevia, Ana
dc.contributor.authorDespagnet-Ayoub, Emmanuelle
dc.contributor.authorDíaz Requejo, María Mar
dc.contributor.authorDíaz Rodríguez, Alba
dc.contributor.authorGonzález Núñez, María Elena
dc.contributor.authorMello, Rosella
dc.contributor.authorMuñoz, Bianca K.
dc.contributor.authorOjo, Wilfried-Solo
dc.contributor.authorAsensio, Gregorio
dc.contributor.authorEtienne, Michel
dc.contributor.authorPérez Romero, Pedro José
dc.date.accessioned2016-01-11T10:50:05Z
dc.date.available2016-01-11T10:50:05Z
dc.date.issued2011-05
dc.description.abstractEven in the context of hydrocarbons’ general resistance to selective functionalization, methane’s volatility and strong bonds pose a particular challenge. We report here that silver complexes bearing perfluorinated indazolylborate ligands catalyze the reaction of methane (CH4) with ethyl diazoacetate (N2CHCO2Et) to yield ethyl propionate (CH3CH2CO2Et). The use of supercritical carbon dioxide (scCO2) as the solvent is key to the reaction’s success. Although the catalyst is only sparingly soluble in CH4/CO2 mixtures, optimized conditions presently result in a 19% yield of ethyl propionate (based on starting quantity of the diazoester) at 40°C over 14 hours.en_US
dc.description.centerCIQSO
dc.description.departmentIngeniería Química, Química Física y Ciencias de los Materiales
dc.description.sponsorshipWe dedicate this work to Professor Ernesto Carmona. Support for this work was provided by the Ministerio de Ciencia e Innovacion (grants CTQ2008-00042-BQU, CTQ2007-65251-BQU, and CTQ2007-30762-E), the European Research Area Chemistry Programme (2nd call "Chemical activation of carbon dioxide and methane" contract no. 1736154), the Consolider Ingenio 2010 (grants CSD2006-003 and CSD2007-00006), the Institut de Chimie of the CNRS, the Junta de Andalucia (P07-FQM-2870), and the Generalitat Velenciana (ACOMP/2010/155). We thank the Servicio Central de Soporte a la Investigacion Experimental (Universidad de Valencia) for access to the instrumental facilities and J. de la Rosa and A. Sanchez de la Campa (Universidad de Huelva) for ICP-MS analyses.Ministerio de Ciencia e Innovación (grants CTQ2008-00042-BQU, CTQ2007-65251-BQU, and CTQ2007-30762-E), the European Research Area Chemistry Programme (2nd call “Chemical activation of carbon dioxide and methane” contract no. 1736154), the Consolider Ingenio 2010 (grants CSD2006-003 and CSD2007-00006), the Institut de Chimie of the CNRS, the Junta de Andalucía (P07-FQM-2870), and the Generalitat Velenciana (ACOMP/2010/155).
dc.identifier.citationCaballero Bevia, A., Despagnet-Ayoub, E., Díaz Requejo, M.M., Díaz Rodríguez, A., González Núñez, M.E., Mello, R., Muñoz, Bianca K., Ojo, W-S., Asensio, G., Etienne, M., Pérez Romero, P.J.: "Silver-Catalyzed C-C Bond Formation Between Methane and Ethyl Diazoacetate in Supercritical CO2". Science. Vol. 332 n. 6031 págs. 835-838, (2011). DOI: 10.1126/science.1204131
dc.identifier.doi10.1126/science.1204131
dc.identifier.issn0036-8075
dc.identifier.issn1095-9203 (electrónico)
dc.identifier.urihttp://hdl.handle.net/10272/11557
dc.language.isoengen_US
dc.publisherAmerican Association for the Advancement of Science
dc.relation.projectIDMinisterio de Ciencia e Innovacion [CTQ2008-00042-BQU, CTQ2007-65251-BQU, CTQ2007-30762-E]
dc.relation.projectIDEuropean Research Area Chemistry Programme [1736154]
dc.relation.projectIDConsolider Ingenio 2010 [CSD2006-003, CSD2007-00006]
dc.relation.projectIDJunta de Andalucia [P07-FQM-2870]
dc.relation.projectIDGeneralitat Velenciana [ACOMP/2010/155]
dc.relation.publisherversionhttp://dx.doi.org/10.1126/science.1204131
dc.rightsAtribución-NoComercial-SinDerivadas 3.0 España*
dc.rights.accessRightsopen accessen_US
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/3.0/es/*
dc.subject.otherMethane activation
dc.subject.otherHomogeneous catalysis
dc.subject.otherSilver catalyst
dc.subject.otherDiazocompound
dc.subject.otherC-H functionalization
dc.titleSilver-Catalyzed C-C Bond Formation between Methane and Ethyl Diazoacetate in Supercritical CO2en_US
dc.typejournal articleen_US
dspace.entity.typePublication
relation.isAuthorOfPublicationc0889099-8ac4-4aa5-b9b0-047f4fa34151
relation.isAuthorOfPublication53d21d81-0d89-4eb7-b5ec-344758de6744
relation.isAuthorOfPublicationc6f8222a-d8d2-4736-baa6-4a2330bdf6b6
relation.isAuthorOfPublication.latestForDiscoveryc0889099-8ac4-4aa5-b9b0-047f4fa34151

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