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Aerobic oxidation of cycloalkenes catalyzed by iron metal organic framework containing N-hydroxyphthalimide

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Aerobic oxidation of cycloalkenes catalyzed by iron metal organic framework containing N-hydroxyphthalimide

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dc.contributor.author Dhakshinamoorthy, Amarajothi es_ES
dc.contributor.author Alvaro Rodríguez, Maria Mercedes es_ES
dc.contributor.author García Gómez, Hermenegildo es_ES
dc.date.accessioned 2018-09-10T09:16:38Z
dc.date.available 2018-09-10T09:16:38Z
dc.date.issued 2012 es_ES
dc.identifier.issn 0021-9517 es_ES
dc.identifier.uri http://hdl.handle.net/10251/106854
dc.description.abstract [EN] Iron metal organic framework [Fe(BTC)) loaded with N-hydroxyphthalimide (NHPI) promotes the aerobic oxidation of (cyclo)alkenes to give variable percentages of allylic oxidation products and the corresponding epoxide, dependidng on the nature of the substrate. In the case of cyclopentene and cyclohexene, aerobic oxidation catalyzed by NHPI/Fe(BTC) renders their corresponding unsaturated cyclic alcohol and ketone with 97% selectivity in 5 h at 6% and 12% conversion, respectively. Under the same experimental conditions, cyclooctene exhibited 95% selectivity toward the formation of cyclooctene oxide with 2% of cyclooctenol/one at 4 h. Cycloheptene as susbstrate exhibits an intermediate behavior, and the aerobic oxidation catalyzed by NHPI/Fe(BTC) leads to the formation of cycloheptenol/cycloheptenone with 77% selectivity, accompanied by 23% of cycloheptene oxide at 4 h. Further experiments with non-symmetric olefins exhibited also a mixture of products including epoxides and allyic products. A mechanism to explain these experimental results has been proposed. (C) 2012 Elsevier Inc. All rights reserved. es_ES
dc.description.sponsorship Financial support by the Spanish DGI (CTQ-2010-18671 and CTQ2007-67805) and European Commission Integrated Project (MACADEMIA) is gratefully acknowledged.
dc.language Inglés es_ES
dc.publisher Elsevier es_ES
dc.relation MINECO/CTQ2010-18671 es_ES
dc.relation MECD/CTQ2007-67805 es_ES
dc.relation.ispartof Journal of Catalysis es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject Aerobic oxidation es_ES
dc.subject Epoxidation of cycloalkenes es_ES
dc.subject Metal organic frameworks as solid es_ES
dc.subject Catalysts es_ES
dc.subject N-hydroxyphthalimide es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.title Aerobic oxidation of cycloalkenes catalyzed by iron metal organic framework containing N-hydroxyphthalimide es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1016/j.jcat.2012.02.015 es_ES
dc.rights.accessRights Cerrado es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química es_ES
dc.description.bibliographicCitation Dhakshinamoorthy, A.; Alvaro Rodríguez, MM.; García Gómez, H. (2012). Aerobic oxidation of cycloalkenes catalyzed by iron metal organic framework containing N-hydroxyphthalimide. Journal of Catalysis. 289:259-265. https://doi.org/10.1016/j.jcat.2012.02.015 es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion https://doi.org/10.1016/j.jcat.2012.02.015 es_ES
dc.description.upvformatpinicio 259 es_ES
dc.description.upvformatpfin 265 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 289 es_ES
dc.relation.pasarela S\240441 es_ES
dc.contributor.funder Ministerio de Educación es_ES
dc.contributor.funder Ministerio de Economía, Industria y Competitividad es_ES


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