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Doped graphene as a metal-free carbocatalyst for the selective aerobic oxidation of benzylic hydrocarbons, cyclooctane and styrene

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Doped graphene as a metal-free carbocatalyst for the selective aerobic oxidation of benzylic hydrocarbons, cyclooctane and styrene

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dc.contributor.author DHAKSHINAMOORTHY, AMARAJOTHI es_ES
dc.contributor.author Primo Arnau, Ana María es_ES
dc.contributor.author Concepción Heydorn, Patricia es_ES
dc.contributor.author Alvaro Rodríguez, Maria Mercedes es_ES
dc.contributor.author García Gómez, Hermenegildo es_ES
dc.date.accessioned 2016-10-25T11:01:42Z
dc.date.available 2016-10-25T11:01:42Z
dc.date.issued 2013-06
dc.identifier.issn 0947-6539
dc.identifier.uri http://hdl.handle.net/10251/72732
dc.description.abstract [EN] Nitrogen (N)-, boron (B)-, and boron,nitrogen (B,N)-doped graphene (G) act as carbocatalysts, promoting the aerobic oxidation of the benzylic positions of aromatic hydrocarbons and cyclooctane to the corresponding alcohol/ketone mixture with more than 90% selectivity. The most active material was the co-doped (B,N)G, which, in the absence of solvent and with a substrate/(B,N)G ratio of 200, achieved 50% tetralin conversion in 24h with a alcohol/ketone selectivity of 80%. An FT-Raman spectroscopic study of a sample of (B,N)G heated at 100 degrees C in the presence of oxygen revealed new bands that disappeared upon evacuation and that have been attributed to hydroperoxide-like species formed on the G sheet based on the isotopic shift of the peak from 819 to 779cm1 when 18O2 was used as the oxidizing reagent. Furthermore, (B)G and (N)G exhibited high catalytic activity in the aerobic oxidation of styrene to benzaldehyde (BA) in 4h. However, the product distribution changed over time and after 10h a significant percentage of styrene oxide (SO) was observed under the same conditions. The use of doped G as catalyst appears to offer broad scope for the aerobic oxidation of benzylic compounds and styrene, for which low catalyst loading, mild reaction temperatures, and no additional solvents are required. es_ES
dc.description.sponsorship Financial support by the Spanish Ministry of Competitivity (CTQ 2012-32315) and Consolider Multicat is gratefully acknowledged. A. D. M. thanks University Grants Commission (UGC), New Delhi for the award of Assistant Professorship under its Faculty Recharge Programme. en_EN
dc.language Inglés es_ES
dc.publisher Wiley es_ES
dc.relation Spanish Ministry of Competitivity CTQ 2012-32315 es_ES
dc.relation Consolider Multicat es_ES
dc.relation University Grants Commission (UGC), New Delhi es_ES
dc.relation.ispartof Chemistry - A European Journal es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject Oxidation es_ES
dc.subject Carbocatalysts es_ES
dc.subject Doped graphene es_ES
dc.subject Heterogeneous catalysis es_ES
dc.subject Tetralin es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.title Doped graphene as a metal-free carbocatalyst for the selective aerobic oxidation of benzylic hydrocarbons, cyclooctane and styrene es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1002/chem.201300653
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.; Primo Arnau, AM.; Concepción Heydorn, P.; Alvaro Rodríguez, MM.; García Gómez, H. (2013). Doped graphene as a metal-free carbocatalyst for the selective aerobic oxidation of benzylic hydrocarbons, cyclooctane and styrene. Chemistry - A European Journal. 19(23):7547-7554. doi:10.1002/chem.201300653 es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion https://dx.doi.org/10.1002/chem.201300653 es_ES
dc.description.upvformatpinicio 7547 es_ES
dc.description.upvformatpfin 7554 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 19 es_ES
dc.description.issue 23 es_ES
dc.relation.senia 256119 es_ES


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