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dc.contributor.author | Cabrero Antonino, Jose Ramón | es_ES |
dc.contributor.author | Leyva Perez, Antonio | es_ES |
dc.contributor.author | Corma Canós, Avelino | es_ES |
dc.date.accessioned | 2016-06-09T13:15:20Z | |
dc.date.available | 2016-06-09T13:15:20Z | |
dc.date.issued | 2015-05-04 | |
dc.identifier.issn | 1433-7851 | |
dc.identifier.uri | http://hdl.handle.net/10251/65606 | |
dc.description.abstract | [EN] The generation of a carbocation with an acid depends not only on the acid strength but also on the ability of the counteranion to stabilize the positive charge left behind. Here we report that despite their relatively weak acidity, zeolites are able to generate and stabilize medium-size (molecular weight approximate to 300 Da) delocalized carbocations on their surface under mild reaction conditions, as it can be done by strong Bronsted or Lewis acids in solution. The zeolite thus acts as a soft macroanion, prolonging the lifetime of the carbocation sufficiently to perform multifunctionalization reactions with amides, thioamides, and phenols, with high yield and selectivity. Biological studies show that some of the products obtained here present significant inhibition activity against colon cancer cells, illustrating the new possibilities of zeolites to prepare complex organic molecules. | es_ES |
dc.description.sponsorship | This work was supported by Consolider-Ingenio 2010 (proyecto MULTICAT) and Severo Ochoa program. J.R.C.-A. and A. L.-P. thank ITQ for a fellowship. We thank Dr. S. Valencia for providing H-Beta nanocrystalline zeolite and Dr. U. Diaz for providing ITQ-2 zeolite. OIDD screening data supplied by courtesy of Eli Lilly and Company-used with Lilly's permission. | en_EN |
dc.language | Inglés | es_ES |
dc.publisher | Wiley | es_ES |
dc.relation.ispartof | Angewandte Chemie International Edition | es_ES |
dc.rights | Reserva de todos los derechos | es_ES |
dc.subject | Carbocations | es_ES |
dc.subject | Cycloaddition reactions | es_ES |
dc.subject | Heterogeneous catalysis | es_ES |
dc.subject | Propargyl alcohols | es_ES |
dc.subject | zeolites | es_ES |
dc.subject.classification | QUIMICA ORGANICA | es_ES |
dc.subject.classification | QUIMICA ANALITICA | es_ES |
dc.title | Beyond Acid Strength in Zeolites: Soft Framework Counteranions for Stabilization of Carbocations on Zeolites and Its Implication in Organic Synthesis | es_ES |
dc.type | Artículo | es_ES |
dc.identifier.doi | 10.1002/anie.201500864 | |
dc.relation.projectID | info:eu-repo/grantAgreement/MICINN//CSD2009-00050/ES/Desarrollo de catalizadores más eficientes para el diseño de procesos químicos sostenibles y produccion limpia de energia/ / | es_ES |
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 | Cabrero Antonino, JR.; Leyva Perez, A.; Corma Canós, A. (2015). Beyond Acid Strength in Zeolites: Soft Framework Counteranions for Stabilization of Carbocations on Zeolites and Its Implication in Organic Synthesis. Angewandte Chemie International Edition. 54(19):5658-5661. https://doi.org/10.1002/anie.201500864 | es_ES |
dc.description.accrualMethod | S | es_ES |
dc.relation.publisherversion | https://dx.doi.org/10.1002/anie.201500864 | es_ES |
dc.description.upvformatpinicio | 5658 | es_ES |
dc.description.upvformatpfin | 5661 | es_ES |
dc.type.version | info:eu-repo/semantics/publishedVersion | es_ES |
dc.description.volume | 54 | es_ES |
dc.description.issue | 19 | es_ES |
dc.relation.senia | 309547 | es_ES |
dc.identifier.eissn | 1521-3773 | |
dc.contributor.funder | Ministerio de Ciencia e Innovación | es_ES |
dc.contributor.funder | Instituto de Tecnología Química UPV-CSIC | es_ES |