Cu/Pd Bimetallic Supported on Mesoporous TiO2 for Suzuki Coupling Reaction

DOI: https://doi.org/10.9767/bcrec.13.2.1393.286-294
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Submitted: 26-07-2017
Published: 11-06-2018
Section: Original Research Articles
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Generally bimetallic catalysts are more superior to monometallic catalysts and provide a better platform for the development of novel catalysts with enhanced activity, selectivity, and stability. In the current work we have prepared Cu/Pd bimetallic supported on mesoporous TiO2 by hydrothermal method. The prepared system was characterized by various physico-chemical techniques such as XRD, TG-DTG, SEM, EDAX, BJH isotherm, and XPS. Thermal stability and complete electronic structure were identified from TG and XPS measurements respectively. The bimetallic system was found to be very active in Suzuki cross-coupling reaction using different substrates. The products were separated and purified by column chromatography and the resultant products were characterized thoroughly by 1H NMR, and FT-IR analysis. Copyright © 2018 BCREC Group. All rights reserved

Received: 26th July 2017; Revised: 10th January 2018; Accepted: 12nd January 2018; Available online: 11st June 2018; Published regularly: 1st August 2018

How to Cite: Mohan, M.K., Sunajadevi, K.R., Daniel, N.K., Gopi, S., Sugunan, S., Perumparakunnel, C.N. (2018). Cu/Pd Bimetallic Supported on Mesoporous TiO2 for Suzuki Coupling Reaction. Bulletin of Chemical Reaction Engineering & Catalysis, 13 (2): 286-294 (doi:10.9767/bcrec.13.2.1393.286-294)

 

Keywords

Cu/Pd-TiO2; Suzuki Reaction; Biphenyl, 4-Nitrobiphenyl; Heterogeneous Catalysis

  1. Mothi Krishna Mohan 
    Department of Applied Chemistry, Cochin University of Science and Technology, Cochin-22, Kerala Department of Sciences and Humanities, Christ University Faculty of Engineering, Bangalore 560074, Karnataka, India
  2. K. R. Sunajadevi 
    Department of Chemistry, Christ University, Bangalore-560029, Karnataka,, India
  3. Nobi K Daniel 
    Department of Sciences and Humanities, Christ University Faculty of Engineering, Bangalore 560074, Karnataka, India
  4. Soumya Gopi 
    Department of Applied Chemistry, Cochin University of Science and Technology, Cochin-22, Kerala, India
  5. Sugunan Sugunan 
    Department of Applied Chemistry, Cochin University of Science and Technology, Cochin-22, Kerala, India
  6. Nikhil Chandra Perumparakunnel 
    Department of Chemistry, Sree Narayana College, Kollam, Kerala, India
  1. Miyaura, N., Suzuki, A. (1995). Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds. Chem. Rev. 95: 2457-2483.
  2. Suzuki, A. (1999). Recent Advances in the Cross-Coupling Reactions of Organoboron Derivatives with Organic Electrophiles, J. Organomet. Chem. 576: 147-168.
  3. Baudoin, O., Cesario, M., Guenard, D., Gueritte, F. (2002). Application of the Palladium-Catalyzed Borylation/Suzuki Coupling (BSC) Reaction to the Synthesis of Biologically Active Biaryl Lactams. J. Org. Chem. 67: 1199-1207.
  4. Hassan, J., Gozzi, M., Schulz, E., Lemaire, M. (2002). Aryl-aryl Bond Formation One Century after the Discovery of the Ullmann Reaction. Chem. Rev. 102: 1359-1470.
  5. Kertesz, M., Choi, C.H., Yang, S. (2005). Conjugated Polymers and Aromaticity, Chem. Rev. 105: 3448-3481.
  6. Wei, S., Ma, Z., Wang, P., Dong, Z.,Ma, J. (2013). Anchoring of Palladium (II) in Functionalized SBA-16: An Efficient Heterogeneous Catalyst for Suzuki Coupling Reaction. J. Mol. Catal. A. 370: 175-181.
  7. Erathodiyil, N.,Ooi, S., Seayad, A.M., Han, Y., Lee, S.S., Ying, J.Y.(2008). Palladium Nanoclusters Supported on Propylurea‐Modified Siliceous Mesocellular Foam for Coupling and Hydrogenation Reactions, Chem. Eur. J. 14: 3118-3125.
  8. Hong, Y., Sen, A. (2007). Selective Heterogeneous Catalytic Hydrogenation by Recyclable Poly(allylamine) Gel-Supported Palladium(0) Nanoparticles, Chem. Mater. 19: 961-963.
  9. Guobin, W., Wei, D., Qian, L.,Weiliang, C., Jingchang, Z. (2012). Reverse Microemulsion Synthesis and Characterization of Supported Pd-Ag Bimetallic Alloy Catalysts on Al2O3 for Acetylene Hydrogenation, China Petroleum Processing and Petrochemical Technology. 14: 59-67.
  10. Wu, L., Li, B.L., Huang, Y.Y., Zhou, H.F., He, Y.M., Fan, Q.H. (2006). Phosphine Dendrimer-stabilized Palladium Nanoparticles, a Highly Active and Recyclable Catalyst for the Suzuki-Miyaura Reaction and Hydrogenation, Org. Lett. 8: 3605-3608.
  11. Diallo, A.K., Ornelas, C., Salmon, L., Aranzaes, J.R., Astruc, D. (2007). Catalytic Activity and Atom-Leaching Mechanism in Miyaura-Suzuki Reactions under Ambient Conditions with Precise Dendrimer-stabilized Pd Nanoparticles, Angew. Chem. Int. Ed. 46: 8644-8648.
  12. Jafar Hoseini, S., Heidari, V., Nasrabadi, H. (2015). Magnetic Pd/Fe3O4/reduced-Graphene Oxide Nanohybrid as an Efficient and Recoverable Catalyst for Suzuki–Miyaura Coupling Reaction in Water, J. Mol. Catal. A: Chem. 396: 90-95.
  13. Senapati, K.K., Roy, S., Borgohain, C., Phukan, P. (2012). Palladium Nanoparticle Supported on Cobalt Ferrite: An Efficient Magnetically Separable Catalyst for Ligand Free Suzuki Coupling. J. Mol. Catal. A: Chem. 352: 128-134.
  14. Yang, H., Li, G., Ma, Z.C., Chao, J.B., Guo, Z.Q. (2010). Three-dimensional Cubic Mesoporous Materials with a Built-in N-Heterocyclic Carbene for Suzuki–Miyaura Coupling of Aryl Chlorides and C(sp3)-chlorides. J. Catal. 276: 123-133.
  15. Wei, S., Ma, Z., Wang, P., Dong, Z., Ma, J. (2013). Anchoring of Palladium (II) in Functionalized SBA-16: An Efficient Heterogeneous Catalyst for Suzuki Coupling Reaction. J. Mol. Catal. A: Chem. 370: 175-181.
  16. Yuan, B., Pan, Y., Li, Y., Yin, B., Jiang, H. (2010). A Highly Active Heterogeneous Palladium Catalyst for the Suzuki–Miyaura and Ullmann Coupling Reactions of Aryl Chlorides in Aqueous Media, Angew. Chem. Int. Ed. 49: 4054-4058.
  17. Tan, L.F., Wu, X. L., Chen, D., Liu, H.Y., Meng, X.W., Tang, F.Q. (2013). Confining Alloy or Core–Shell Au–Pd Bimetallic Nanocrystals in Silica Nanorattles for Enhanced Catalytic Performance, J Mater. Chem. A. 1: 10382-10388.
  18. Shaabani, A., Mahyari, M. (2013). Pd-Co Bimetallic Nanoparticles Supported on PPI-Grafted Graphene as an Efficient Catalyst for Sonogashira Reactions, J. Mater. Chem. A. 1: 9303-9311.
  19. Kim, S.J., Oh, S.D., Lee, S., Choi, S.H. (2008). Radiolytic Synthesis of Pd-M (M = Ag, Ni, and Cu)/C Catalyst and their Use in Suzuki-type and Heck-type Reaction, J. Ind. Eng. Chem. 14: 449-456.
  20. Xu, W., Sun, Y.L., Guo, M.H., Zhang, W.Q., Gao, Z.W. (2014). Sonogashira Couplings on the Surface of Montmorillonite Supported Pd/Cu Nanoalloys, ACS Appl. Mater. Interfaces. 6: 20261-20268.
  21. Matos, K., Soderquist, J.A. (1998). Alkylboranes in the Suzuki−Miyaura Coupling: Stereochemical and Mechanistic Studies, J. Org. Chem. 63: 461-470.
  22. Miyaura, N., Suzuki, A. (1995). Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds, Chem. Rev. 95: 2457-2483.
  23. Ramchandani, R.K., Uphade, B.S., Vinod, M.P., Wakharkar, R.D., Choudary, V.R., Sudalai, A. (1997). Pd–Cu–Exchanged Montmorillonite K10 Clay: An Efficient and Reusable Heterogeneous Catalyst for Vinylation of Aryl Halides, Chem. Commun. 2071-2072
  24. Sambiagio, C., Marsden S.P., Blacker A.J., McGowan P.C. (2014). Copper Catalysed Ullmann Type Chemistry: From Mechanistic Aspects to Modern Development, Chem. Soc. Rev. 21: 3525-3550.