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Iron Nanoparticles Embedded in Graphitic Carbon Matrix as Heterogeneous Catalysts for the Oxidative C-N Coupling of Aromatic N-H Compounds and Amides

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Iron Nanoparticles Embedded in Graphitic Carbon Matrix as Heterogeneous Catalysts for the Oxidative C-N Coupling of Aromatic N-H Compounds and Amides

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dc.contributor.author He, Jinbao es_ES
dc.contributor.author Dhakshinamoorthy, Amarajothi es_ES
dc.contributor.author Primo Arnau, Ana María es_ES
dc.contributor.author García Gómez, Hermenegildo es_ES
dc.date.accessioned 2018-07-09T06:45:10Z
dc.date.available 2018-07-09T06:45:10Z
dc.date.issued 2017 es_ES
dc.identifier.issn 1867-3880 es_ES
dc.identifier.uri http://hdl.handle.net/10251/105542
dc.description.abstract [EN] Fe or Co nanoparticles (NPs) and two nanoparticulate Fe-Co alloys having different Fe/Co atomic ratio with average particle size ranging from 10.9 to 26.5 nm embedded in turbostratic graphitic carbon matrix have been prepared by pyrolysis at 900 degrees C under inert atmosphere of chitosan powders containing Fe2+ and Co2+ ions in various proportions. The resulting Fe/CoNP@C samples have been evaluated as heterogeneous catalysts for the oxidative C-N coupling of amides and aromatic N-H compounds. It was observed that sequential addition of two aliquots of tert-butyl hydroperoxide (TBHP) in an excess of N, N-dimethylacetamide (DMA) as solvent affords the corresponding coupling product in high yields, and the most efficient catalyst was FeNP@C. FeNP@C is reusable and exhibits a wide scope. The catalytic activity of Fe is supported by using highly pure Fe salt and by the observation that purposely addition of Cu2+ impurities even plays a detrimental effect on the catalytic activity. Mechanistic studies by quenching with 2,2,6,6-tetramethylpiperidyl-1-oxyl (TEMPO) have shown that the amide radical is the key reaction intermediate, and the role of FeNP@C is to generate the first radicals by TBHP decomposition. es_ES
dc.description.sponsorship Financial support by the Spanish Ministry of Economy and Competitiveness (Severo Ochoa and CTQ2015-69153-CO2-1) and Generalitat Valenciana (Prometeo 2013-014) is gratefully acknowledged. J.H. thanks the Chinese Scholarship Council for a doctoral fellowship at Valencia. A.D.M. thanks University Grants Commission, New Delhi, for the award of Assistant Professorship under its Faculty Recharge Program. A.D.M. also thanks the Department of Science and Technology, India, for the financial support through the Extra Mural Research funding (EMR/2016/006500). es_ES
dc.language Inglés es_ES
dc.publisher John Wiley & Sons es_ES
dc.relation MINISTERIO DE ECONOMIA INDUSTRIA Y COMPETITIVIDAD /CTQ2015-69153-C2-1-R es_ES
dc.relation.ispartof ChemCatChem es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject Amides es_ES
dc.subject Carbon es_ES
dc.subject Iron es_ES
dc.subject Nanoparticles es_ES
dc.subject Radical reactions es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.title Iron Nanoparticles Embedded in Graphitic Carbon Matrix as Heterogeneous Catalysts for the Oxidative C-N Coupling of Aromatic N-H Compounds and Amides es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1002/cctc.201700429 es_ES
dc.rights.accessRights Abierto es_ES
dc.date.embargoEndDate 2018-08-09 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 He, J.; Dhakshinamoorthy, A.; Primo Arnau, AM.; García Gómez, H. (2017). Iron Nanoparticles Embedded in Graphitic Carbon Matrix as Heterogeneous Catalysts for the Oxidative C-N Coupling of Aromatic N-H Compounds and Amides. ChemCatChem. 9(15):3003-3012. doi:10.1002/cctc.201700429 es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion https://doi.org/10.1002/cctc.201700429 es_ES
dc.description.upvformatpinicio 3003 es_ES
dc.description.upvformatpfin 3012 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 9 es_ES
dc.description.issue 15 es_ES
dc.relation.pasarela S\356326 es_ES
dc.contributor.funder Ministerio de Economía, Industria y Competitividad es_ES
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