Ceria-Based Mixed Oxide Supported Nano-Gold as an Efficient and Durable Heterogeneous Catalyst for Oxidative Dehydrogenation of Amines to Imines Using Molecular Oxygen

DOI: https://doi.org/10.9767/bcrec.7.1.1257.79-84

Article Metrics: (Click on the button below to see the detail)

Article Info
Submitted: 26-12-2011
Published: 20-06-2012
Section: Original Research Articles

The present work is intended to determine the catalytic activity of Mixed Oxide supported gold for aerobic oxidative dehydrogenation of amines to imines using Ceria as a main constituent of the each support. The model catalysts Au/CeO2:TiO2 Au/CeO2:SiO2, Au/CeO2:ZrO2 and Au/CeO2:Al2Os were prepared by deposition co-precipitation method and deposition of gold was determined by EDEX analysis. The supported nano-gold catalyzes the dehydrogenation of secondary amines to imines without loss of activity. On recycling good amount of product yield is obtained. Oxidation of secondary amines to imines is carried at 100˚C and almost 90 % conversion was obtained with >99% selectivity. © 2012 BCREC UNDIP. All rights reserved

Received: 26th December 2011; Revised: 7th June 2012; Accepted: 13rd June 2012

[How to Cite: B.A. Dar, M. Sharma, B. Singh. (2012). Ceria-Based Mixed Oxide Supported Nano-Gold as an Efficient and Durable Heterogeneous Catalyst for Oxidative Dehydrogenation of Amines to Imines Using Molecular Oxygen. Bulletin of Chemical Reaction Engineering & Catalysis, 7(1): 79-84.  doi:10.9767/bcrec.7.1.1257.79-84]

[How to Link / DOI: http://dx.doi.org/10.9767/bcrec.7.1.1257.79-84 ]

| View in 


Heterogeneous Catalyst; Nano-Gold; Metal Oxides; Imines

  1. Bashir Ahmad Dar 
    Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu, India-180001 , India
  2. Meena Sharma 
    Department of Chemistry University of Jammu. (J & K), India-180004 , India
  3. Baldev Singh 
    Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu, India-180001 , India

Li, X.D., Ying, R.L., Xue, L.H.,Yong, G.Z. (1999). Stereoselective reactions with imines, Pure Applied Chemistry. 71(6): 1033-1040.

Gu, X.Q., Chen, W., Morales, D. M., Craig, M.J. (2002). Dehydrogenation of secondary amines to imines catalyzed by an iridium PCP pincer complex: initial aliphatic or direct amino dehydrogenation. Journal of Molecular Catalysis A: Chemical. 189: 119–124. CrossRef

Friestad, G. K., Mathies, A.K., (2007). Recent developments in asymmetric catalytic addition to C=N bonds. Tetrahedron. 63 (12):2541-2569 CrossRef

Amlan, R., Keming, Z., Kissin, Y.V., Cherian, A. E, Coates, G.W., Alan, S.G., (2005). Dehydrogenation of aliphatic polyolefins catalyzed by pincer-ligated iridium complexes. Chemical Communication. 3388–3390

Liu, X., Zhang, Y., Wang, L., Fu, H., Jiang, Y., Zhao, Y. (2008). General and Efficient Copper-Catalyzed Amidation of Saturated C-H Bonds Using N-Halosuccinimides as the Oxidants. Journal of Organic Chemistry. (73): 6207–6212 CrossRef

Zhang, S., Xu, L., Trudell, M. L. (2005) Selective Oxidation of Benzylic Alcohols and TBDMS Ethers to Carbonyl Compounds with CrO3-H5IO6. Synthesis 1757-1760. CrossRef

Chae, S., Yi Lee, W.D. (2009) Efficient Dehydrogenation of Amines and Carbonyl Compounds Catalyzed by a Tetranuclear Ruthenium-μ-Oxo-μ-Hydroxo-Hydride Complex. Organometallics. 28(4): 947–949. CrossRef

Wittstock, A., Zielasek, V., Biener, V., Friend, C., M., Bäumer, M. (2010). Nanoporous Gold Catalysts for Selective Gas-Phase Oxidative Coupling of Methanol at Low Temperature. Science 327 (5963): 319-322. CrossRef

Corma, A., Garcia, H. (2008) Supported gold nanoparticles as catalysts for organic reactions Chemical Society Review, 37: 2096-2126. CrossRef

Magureanu, M., Mandache, N.B., Hu, J., Richards, R., Florea, M., Parvulescu, V. I. (2007) Plasma-assisted catalysis total oxidation of trichloroethylene over gold nano-particles embedded in SBA 15 catalysts. Applied Catalysis B. Environmental 76: 275 –281. CrossRef

Lopez-Sanchez, J.A., Dimitratos, N., Hammond, C., Brett, G.L., Kesavan, L., White, S., Miedziak, P., (...), Hutchings, G.J. (2011) Facile removal of stabilizer-ligands from supported gold nanoparticles. Nature Chemistry 3: 551-556. CrossRef

Shaikhutdinov, S.K., Meyer, R., Naschitzki, M., Umer, M.B., Freund, H.J. (2003) Size and Support Effects for CO Adsorption on Gold Model Catalysts. Catalysis Letters 86 (4): 211-219. CrossRef

Bhargava, S.K., Akolekar, D.B., Foran, G. (2007) Investigations on gold nanoparticles supported on rare earth oxide catalytic materials. Journal of Molecular Catalysis A: Chemical 267: 57–64. CrossRef

Turner, M., Golovko, V.B., Vaughan, O.P.H., Abdulkin, P., Murcia, A.B., Tikhov, M.S., Johnson, B.F.G., Lambert, R.M. (2008) Selective oxidation with dioxygen by gold nanoparticle catalysts derived from 55-atom clusters. Nature 454: 981-983. CrossRef

Ren, L., Pan, X. (2011) Catalysts used for microwave-assisted TCE decomposition by hydrogen. Catalysis Communications 12(14): 1366–1369. CrossRef

Wang, L., Meng, X., Xiao, F. (2010) Au Nanoparticles Supported on a Layered Double Hydroxide with Excellent Catalytic Properties for the Aerobic Oxidation of Alcohols. Chinese Journal of Catalysis 31(8): 943–947.

Sharma, V., Crozier, P.A., Sharma, R., Adams, J.B. (2012) Direct observation of hydrogen spillover in Ni-loaded Pr-doped ceria. Catalysis Today 180 (1, 17): 2–8 CrossRef

Nikakhtari, H., Hill, G.H. (2005) Enhanced Oxygen Mass Transfer in an External Loop Airlift Bioreactor Using a Packed Bed. Industrial Engineering Chemistry Research. 44 (4): 1067–1072. CrossRef

Reddy, E.L., Karuppiah, J., Biju, V.M., Subrahmanyam, C. (2012) Catalytic packed bed non-thermal plasma reactor for the extraction of hydrogen from hydrogen sulfide. International. Journal Energy Research. 37:2204-2209 CrossRef

Bhalla, V., Carrara, S., Stagni, C. Samori, B. (2010) Chip cleaning and regeneration for electrochemical sensor arrays Thin solid Films 518: 3360–3366. CrossRef

Iglesia, E. (1997) Fischer-tropsch synthesis on cobalt catalysts: Structural requirements and reaction pathways. Studies in Surface Science and Catalysis. 107: 153–162.

Cassinelli, W.H., Feio, L.S.F., Araujo, J.C.S., Hori, C.E., Noronha, F.B., Marques, C.M.P., Bueno, J.M.C. (2008). Effect of CeO2 and La2O3 on the Activity of CeO2–La2O3/Al2O3-Supported Pd Catalysts for Steam Reforming of Methane. Catalysis Letters. 120 (1-2): 86-94. CrossRef

Jia, M., Shen, Y., Li, C., Bao, Z., Sheng, S. (2005). Effect of Supports on the Gold Catalyst Activity for Catalytic Combustion of CO and HCHO. Catalysis Letters. 99 (3-4 ): 235-239. CrossRef

Bashir, A., D., Mazahar, F. (2011) Supported nano gold a recyclable catalyst for green, solvent free, selective and efficient oxidation of alcohol using molecular oxygen. Orbital - Electronic Journal of Chemistry. 3(2): 89-93.

Umpawan S., Apanee, L., Erdogan, G. (2012) Effect of Gold Loading on CeO2–Fe2O3 for Oxidative Steam Reforming of Methanol. World Academy of Science, Engineering and Technology 64: 461- 466.

Wongkaew, A. (2008) Effect of Cerium Oxide and Zirconium Oxide to Activity of Catalysts. Chiang Mai Journal of Science. 35(1): 156-162. View at Publisher

Miller, J.T., Kopf, A.J., Zha, Y., Regalbuto, J.R., Delannoy , L., Louis , C., Bus , E., van Bokhoven J.A. (2006) The effect of gold particle size on Au–Au bond length and reactivity toward oxygen in supported catalysts. Journal of Catalysis 240: 222–234. CrossRef

Arcadi, A. (2008) Alternative Synthetic ethods through New Developments in Catalysis by Gold, Chemistry Review. 108: 3266–3325. CrossRef

Liu, Y., Tsunoyama, H., Akita, T., Tsukuda, T. (2010) Size Effect of Silica-supported Gold Clusters in the Microwave-assisted Oxidation of Benzyl Alcohol with H2O2. Chemistry Letters. 39: 159 -161 CrossRef

Vasant, R.C., Deepa, K.D. (2009) Supported Nano-Gold Catalysts for Epoxidation of Styrene and Oxidation of Benzyl Alcohol to Benzaldehyde. Topics in Catalysis 52(12): 1677-1687. CrossRef