- -

Defective graphene as a metal-free catalyst for chemoselective olefin hydrogenation by hydrazine

RiuNet: Repositorio Institucional de la Universidad Politécnica de Valencia

Compartir/Enviar a

Citas

Estadísticas

  • Estadisticas de Uso

Defective graphene as a metal-free catalyst for chemoselective olefin hydrogenation by hydrazine

Mostrar el registro completo del ítem

Dhakshinamoorthy, A.; He, J.; Franconetti, A.; Asiri, AM.; Primo Arnau, AM.; García Gómez, H. (2018). Defective graphene as a metal-free catalyst for chemoselective olefin hydrogenation by hydrazine. Catalysis Science & Technology. 8(6):1589-1598. https://doi.org/10.1039/c7cy02404e

Por favor, use este identificador para citar o enlazar este ítem: http://hdl.handle.net/10251/147682

Ficheros en el ítem

Metadatos del ítem

Título: Defective graphene as a metal-free catalyst for chemoselective olefin hydrogenation by hydrazine
Autor: Dhakshinamoorthy, Amarajothi He, Jinbao Franconetti, Antonio Asiri, Abdullah M. Primo Arnau, Ana Maria García Gómez, Hermenegildo
Entidad UPV: Universitat Politècnica de València. Departamento de Química - Departament de Química
Universitat Politècnica de València. Instituto Universitario Mixto de Tecnología Química - Institut Universitari Mixt de Tecnologia Química
Fecha difusión:
Resumen:
[EN] A series of defective graphenes containing or not containing N, B, S and other heteroatoms exhibited general activity as metal-free catalysts for the hydrogenation of C=C double bonds by hydrazine in the presence of ...[+]
Palabras clave: Alkene hydrogenation , Aerobic oxidation , Doped graphene , Density functionals , Biomass wastes , Reduction , Efficient , Nitroarenes , Oxide , Chemistry
Derechos de uso: Reserva de todos los derechos
Fuente:
Catalysis Science & Technology. (issn: 2044-4753 )
DOI: 10.1039/c7cy02404e
Editorial:
The Royal Society of Chemistry
Versión del editor: https://doi.org/10.1039/c7cy02404e
Código del Proyecto:
info:eu-repo/grantAgreement/DST//EMR%2F2016%2F006500/
info:eu-repo/grantAgreement/MINECO//SEV-2016-0683/
info:eu-repo/grantAgreement/GVA//PROMETEO%2F2017%2F083/
MINECO/CTQ2015-69563-CO2-R1
Agradecimientos:
AD thanks the University Grants Commission, New Delhi, for the award of an Assistant Professorship under its Faculty Recharge Program. AD also thanks the Department of Science and Technology, India, for the financial support ...[+]
Tipo: Artículo

References

J. G. de Vries and C. J.Elsevier , Handbook of homogeneous hydrogenations , Wiley-VCH , New York , 2007

Monfette, S., Turner, Z. R., Semproni, S. P., & Chirik, P. J. (2012). Enantiopure C1-Symmetric Bis(imino)pyridine Cobalt Complexes for Asymmetric Alkene Hydrogenation. Journal of the American Chemical Society, 134(10), 4561-4564. doi:10.1021/ja300503k

Gärtner, D., Welther, A., Rad, B. R., Wolf, R., & Jacobi von Wangelin, A. (2014). Heteroatom-Free Arene-Cobalt and Arene-Iron Catalysts for Hydrogenations. Angewandte Chemie International Edition, 53(14), 3722-3726. doi:10.1002/anie.201308967 [+]
J. G. de Vries and C. J.Elsevier , Handbook of homogeneous hydrogenations , Wiley-VCH , New York , 2007

Monfette, S., Turner, Z. R., Semproni, S. P., & Chirik, P. J. (2012). Enantiopure C1-Symmetric Bis(imino)pyridine Cobalt Complexes for Asymmetric Alkene Hydrogenation. Journal of the American Chemical Society, 134(10), 4561-4564. doi:10.1021/ja300503k

Gärtner, D., Welther, A., Rad, B. R., Wolf, R., & Jacobi von Wangelin, A. (2014). Heteroatom-Free Arene-Cobalt and Arene-Iron Catalysts for Hydrogenations. Angewandte Chemie International Edition, 53(14), 3722-3726. doi:10.1002/anie.201308967

Hudson, R., Hamasaka, G., Osako, T., Yamada, Y. M. A., Li, C.-J., Uozumi, Y., & Moores, A. (2013). Highly efficient iron(0) nanoparticle-catalyzed hydrogenation in water in flow. Green Chemistry, 15(8), 2141. doi:10.1039/c3gc40789f

Stein, M., Wieland, J., Steurer, P., Tölle, F., Mülhaupt, R., & Breit, B. (2011). Iron Nanoparticles Supported on Chemically-Derived Graphene: Catalytic Hydrogenation with Magnetic Catalyst Separation. Advanced Synthesis & Catalysis, 353(4), 523-527. doi:10.1002/adsc.201000877

Mondal, J., Nguyen, K. T., Jana, A., Kurniawan, K., Borah, P., Zhao, Y., & Bhaumik, A. (2014). Efficient alkene hydrogenation over a magnetically recoverable and recyclable Fe3O4@GO nanocatalyst using hydrazine hydrate as the hydrogen source. Chem. Commun., 50(81), 12095-12097. doi:10.1039/c4cc04770b

Trandafir, M.-M., Florea, M., Neaţu, F., Primo, A., Parvulescu, V. I., & García, H. (2016). Graphene from Alginate Pyrolysis as a Metal-Free Catalyst for Hydrogenation of Nitro Compounds. ChemSusChem, 9(13), 1565-1569. doi:10.1002/cssc.201600197

Primo, A., Neatu, F., Florea, M., Parvulescu, V., & Garcia, H. (2014). Graphenes in the absence of metals as carbocatalysts for selective acetylene hydrogenation and alkene hydrogenation. Nature Communications, 5(1). doi:10.1038/ncomms6291

Furst, A., Berlo, R. C., & Hooton, S. (1965). Hydrazine as a Reducing Agent for Organic Compounds (Catalytic Hydrazine Reductions). Chemical Reviews, 65(1), 51-68. doi:10.1021/cr60233a002

Shi, Q., Lu, R., Lu, L., Fu, X., & Zhao, D. (2007). Efficient Reduction of Nitroarenes over Nickel-Iron Mixed Oxide Catalyst Prepared from a Nickel-Iron Hydrotalcite Precursor. Advanced Synthesis & Catalysis, 349(11-12), 1877-1881. doi:10.1002/adsc.200700070

Li, H., Li, F., & Frett, B. (2014). Selective Reduction of Halogenated Nitroarenes with Hydrazine Hydrate in the Presence of Pd/C. Synlett, 25(10), 1403-1408. doi:10.1055/s-0033-1339025

Wu, S., Wen, G., Schlögl, R., & Su, D. S. (2015). Carbon nanotubes oxidized by a green method as efficient metal-free catalysts for nitroarene reduction. Physical Chemistry Chemical Physics, 17(3), 1567-1571. doi:10.1039/c4cp04658g

Lin, Y., Wu, S., Shi, W., Zhang, B., Wang, J., Kim, Y. A., … Su, D. S. (2015). Efficient and highly selective boron-doped carbon materials-catalyzed reduction of nitroarenes. Chemical Communications, 51(66), 13086-13089. doi:10.1039/c5cc01963j

Wu, S., Wen, G., Liu, X., Zhong, B., & Su, D. S. (2014). Model Molecules with Oxygenated Groups Catalyze the Reduction of Nitrobenzene: Insight into Carbocatalysis. ChemCatChem, 6(6), 1558-1561. doi:10.1002/cctc.201402070

Primo, A., Forneli, A., Corma, A., & García, H. (2012). From Biomass Wastes to Highly Efficient CO2Adsorbents: Graphitisation of Chitosan and Alginate Biopolymers. ChemSusChem, 5(11), 2207-2214. doi:10.1002/cssc.201200366

Dhakshinamoorthy, A., Primo, A., Concepcion, P., Alvaro, M., & Garcia, 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

Dhakshinamoorthy, A., Latorre-Sanchez, M., Asiri, A. M., Primo, A., & Garcia, H. (2015). Sulphur-doped graphene as metal-free carbocatalysts for the solventless aerobic oxidation of styrenes. Catalysis Communications, 65, 10-13. doi:10.1016/j.catcom.2015.02.018

Ernzerhof, M., & Scuseria, G. E. (1999). Assessment of the Perdew–Burke–Ernzerhof exchange-correlation functional. The Journal of Chemical Physics, 110(11), 5029-5036. doi:10.1063/1.478401

Adamo, C., & Barone, V. (1999). Toward reliable density functional methods without adjustable parameters: The PBE0 model. The Journal of Chemical Physics, 110(13), 6158-6170. doi:10.1063/1.478522

Zhao, Y., & Truhlar, D. G. (2008). Density Functionals with Broad Applicability in Chemistry. Accounts of Chemical Research, 41(2), 157-167. doi:10.1021/ar700111a

Zhao, Y., Schultz, N. E., & Truhlar, D. G. (2006). Design of Density Functionals by Combining the Method of Constraint Satisfaction with Parametrization for Thermochemistry, Thermochemical Kinetics, and Noncovalent Interactions. Journal of Chemical Theory and Computation, 2(2), 364-382. doi:10.1021/ct0502763

Hummers, W. S., & Offeman, R. E. (1958). Preparation of Graphitic Oxide. Journal of the American Chemical Society, 80(6), 1339-1339. doi:10.1021/ja01539a017

Primo, A., Atienzar, P., Sanchez, E., Delgado, J. M., & García, H. (2012). From biomass wastes to large-area, high-quality, N-doped graphene: catalyst-free carbonization of chitosan coatings on arbitrary substrates. Chemical Communications, 48(74), 9254. doi:10.1039/c2cc34978g

Esteve-Adell, I., Crapart, B., Primo, A., Serp, P., & Garcia, H. (2017). Aqueous phase reforming of glycerol using doped graphenes as metal-free catalysts. Green Chemistry, 19(13), 3061-3068. doi:10.1039/c7gc01058c

Dreyer, D. R., Park, S., Bielawski, C. W., & Ruoff, R. S. (2010). The chemistry of graphene oxide. Chem. Soc. Rev., 39(1), 228-240. doi:10.1039/b917103g

Murray, A. T., & Surendranath, Y. (2017). Reversing the Native Aerobic Oxidation Reactivity of Graphitic Carbon: Heterogeneous Metal-Free Alkene Hydrogenation. ACS Catalysis, 7(5), 3307-3312. doi:10.1021/acscatal.7b00395

Su, C., & Loh, K. P. (2012). Carbocatalysts: Graphene Oxide and Its Derivatives. Accounts of Chemical Research, 46(10), 2275-2285. doi:10.1021/ar300118v

Deng, D., Novoselov, K. S., Fu, Q., Zheng, N., Tian, Z., & Bao, X. (2016). Catalysis with two-dimensional materials and their heterostructures. Nature Nanotechnology, 11(3), 218-230. doi:10.1038/nnano.2015.340

Navalon, S., Dhakshinamoorthy, A., Alvaro, M., Antonietti, M., & García, H. (2017). Active sites on graphene-based materials as metal-free catalysts. Chemical Society Reviews, 46(15), 4501-4529. doi:10.1039/c7cs00156h

D. J. Pasto , R. T.Taylor , D. J.Pasto and R. T.Taylor , Organic Reactions , John Wiley & Sons, Inc. , Hoboken, NJ, USA , 1991 , pp. 91–155

Serna, P., & Corma, A. (2015). Transforming Nano Metal Nonselective Particulates into Chemoselective Catalysts for Hydrogenation of Substituted Nitrobenzenes. ACS Catalysis, 5(12), 7114-7121. doi:10.1021/acscatal.5b01846

Banerjee, S., Balasanthiran, V., Koodali, R. T., & Sereda, G. A. (2010). Pd-MCM-48: a novel recyclable heterogeneous catalyst for chemo- and regioselective hydrogenation of olefins and coupling reactions. Organic & Biomolecular Chemistry, 8(19), 4316. doi:10.1039/c0ob00183j

Monguchi, Y., Marumoto, T., Ichikawa, T., Miyake, Y., Nagae, Y., Yoshida, M., … Sajiki, H. (2015). Unique Chemoselective Hydrogenation using a Palladium Catalyst Immobilized on Ceramic. ChemCatChem, 7(14), 2155-2160. doi:10.1002/cctc.201500193

Perosa, A., Tundo, P., & Zinovyev, S. (2002). Mild catalytic multiphase hydrogenolysis of benzyl ethers. Green Chemistry, 4(5), 492-494. doi:10.1039/b206838a

Salonen, L. M., Ellermann, M., & Diederich, F. (2011). Aromatic Rings in Chemical and Biological Recognition: Energetics and Structures. Angewandte Chemie International Edition, 50(21), 4808-4842. doi:10.1002/anie.201007560

Ratnayake, W. M. N., Grossert, J. S., & Ackman, R. G. (1990). Studies on the mechanism of the hydrazine reduction reaction: Applications to selected monoethylenic, diethylenic and triethylenic fatty acids ofcis configurations. Journal of the American Oil Chemists’ Society, 67(12), 940-946. doi:10.1007/bf02541853

[-]

recommendations

 

Este ítem aparece en la(s) siguiente(s) colección(ones)

Mostrar el registro completo del ítem