Skip to main content
SpringerLink
Log in

Preparation of MCM-41 Supported Salen Vanadium Complex and its Catalysis for the Oxidation of Cyclohexane with H2O2 as an Oxidant

  • Published:
Journal of Inorganic and Organometallic Polymers and Materials Aims and scope Submit manuscript

Abstract

A secondary amino group modified MCM-41 (mobile crystalline material number 41) was synthesized and used as a support for the immobilization of a salen oxovanadium complex via a multi-grafting method. The immobilized complex was characterized by UV–Vis spectroscopy, X-ray diffraction (XRD), N2 adsorption and ICP analysis techniques. The immobilized complex was found to be an effective catalyst for oxidation of cyclohexane using H2O2 as an oxidant under mild conditions. A conversion of 45.5% of cyclohexane was obtained with a selectivity of 100% of the cyclohexanone/cyclohexanol mixture when the reaction was run at 60 °C for 12 h in acetonitrile. Decomposition of the complex, which leads to the deactivation of the catalyst, is observed and a decomposition mechanism is discussed.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Scheme 2

Similar content being viewed by others

References

  1. D.H.R. Barton, A.E. Martell, D.T. Sawyer, The Activation of Dioxygen and Homogeneous Catalytic Oxidation (Plenum, New York, 1993)

    Google Scholar 

  2. R.A. Sheldon, R.A. van Santen, Catalytic Oxidation: Principles and Applications (World Scientific, Singapore, 1995)

    Google Scholar 

  3. T. Punniyamurthy, L. Rout, Coord. Chem. Rev. 252, 134 (2008)

    CAS  Google Scholar 

  4. A. Kumar, G.S. Mishra, A. Kumar, J. Mol. A Catal. Chem. 201, 179 (2003)

    Article  CAS  Google Scholar 

  5. H. Tang, C. Shen, M. Lin, A. Sen, Inorg. Chim. Acta 300–302, 1109 (2000)

    Article  Google Scholar 

  6. K.S. Anisia, A. Kumar, J. Mol. A Catal. Chem. 219, 319 (2004)

    Article  CAS  Google Scholar 

  7. H.R. Mardani, H. Golchoubian, J. Mol. A Catal. Chem. 259, 197 (2006)

    Article  CAS  Google Scholar 

  8. G.B. Shul’pin, A.R. Kudinov, L.S. Shul’pina, E.A. Petrovskaya, J. Organomet. Chem. 691, 837 (2006)

    Article  CAS  Google Scholar 

  9. G.B. Shul’pin, G.V. Nizova, Y.N. Kozlov, V.S. Arutyunov, A.C.M. dos Santos, A.C.T. Ferreira, D. Andelli, J. Organomet. Chem. 690, 4498 (2005)

    Article  CAS  Google Scholar 

  10. S. Velusamy, T. Punniyamurthy, Tetrahedron Lett. 44, 8955 (2003)

    Article  CAS  Google Scholar 

  11. V.B. Valodkara, G.L. Tembeb, M. Ravindranathanb, H.S. Ramaa, J. Mol. Catal. A Chem. 223, 31 (2004)

    Article  CAS  Google Scholar 

  12. T. Kojima, H. Matsuo, Y. Matsuda, Inorg. Chim. Acta 300–302, 661 (2000)

    Article  Google Scholar 

  13. G.L. Tembe, P.A. Ganeshpure, S. Satish, J. Mol. Catal. A Chem. 121, 17 (1997)

    Article  CAS  Google Scholar 

  14. V. Conte, F. Di Furia, S. Moro, J. Phys. Org. Chem. 9, 329 (1996)

    Article  CAS  Google Scholar 

  15. A.G.J. Ligtenbarg, R. Hage, B.L. Feringa, Coord. Chem. Rev. 237, 89 (2003)

    Article  CAS  Google Scholar 

  16. A. Butler, M.J. Clague, G.E. Meister, Chem. Rev. 94, 625 (1994)

    Article  CAS  Google Scholar 

  17. A.E. Shilov, G.B. Shul’pin, Chem. Rev. 97, 2879 (1997)

    Article  CAS  Google Scholar 

  18. G. Süss-Fink, L.G. Cuervo, B. Therrien, H. Stoeckli-Evans, G.B. Shul’pin, Inorgan. Chim. Acta 357, 475 (2004)

    Article  CAS  Google Scholar 

  19. L.G. Cuervo, Y.N. Kozlov, G. Süss-Fink, G.B. Shul’pin, J. Mol. A Catal. Chem. 218, 171 (2004)

    Article  CAS  Google Scholar 

  20. G.B. Shul’pin, G.S. Mishra, L.S. Shul’pina, T.V. Strelkova, A.J.L. Pombeiro, Catal. Commun. 8, 1516 (2007)

    Article  CAS  Google Scholar 

  21. A. Kozlov, A. Kozlova, K. Asakura, Y. Iwasawa, J. Mol. A Catal. Chem. 137, 223 (1999)

    Article  CAS  Google Scholar 

  22. G.S. Mishra, A.J.L. Pombeiro, J. Mol. A Catal. Chem. 239, 96 (2005)

    Article  CAS  Google Scholar 

  23. U. Ciesla, F. Schüth, Microporous Mesoporous Mater. 27, 131 (1999)

    Article  CAS  Google Scholar 

  24. D. Brunel, N. Bellocq, P. Sutra, A. Cauvel, M. Laspéras, P. Moreau, F. Di Renzo, A. Galarneau, F. Fajula, Coord. Chem. Rev. 178–180, 1085 (1998)

    Article  Google Scholar 

  25. S.J. Angyal, P.J. Morris, J.R. Tetaz, J.G. Wilson, J. Chem. Soc. 3, 2141 (1950)

    Article  Google Scholar 

  26. T. Joseph, M. Hartmann, S. Ernst, S.B. Halligudi, J. Mol. A Catal. Chem. 207, 131 (2004)

    Article  CAS  Google Scholar 

  27. E.P. Barrett, L.G. Joyner, P.P. Halenda, J. Am. Chem. Soc. 73, 373 (1951)

    Article  CAS  Google Scholar 

  28. M.R. Mauryaa, A.K. Chandrakar, S. Chand, J. Mol. A Catal. Chem. 270, 225 (2007)

    Article  CAS  Google Scholar 

  29. G.C. Salomão, M.H.N. Olsen, V. Drago, C. Fernandes, L.C. Filho, O.A.C. Antunes, Catal. Commun. 8, 69 (2007)

    Article  CAS  Google Scholar 

  30. S. Huh, J.W. Wiench, J.-C. Yoo, M. Pruski, V.S.-Y. Lin, Synth. Meth. Chem. Mater. 15, 4247 (2003)

    CAS  Google Scholar 

  31. W. Zeng, X.-F. Qian, J. Yin, Z.-K. Zhu, Mater. Chem. Phys. 97, 437 (2006)

    Article  CAS  Google Scholar 

  32. M.H. Lim, A. Stein, Chem. Mater. 11, 3285 (1999)

    Article  CAS  Google Scholar 

  33. L. He, J. Zhao, Y. Zhang, Chin. J. Appl. Chem. 23, 688 (2006)

    CAS  Google Scholar 

  34. J.R. Zamian, E.R. Dockal, Polyhedron 14, 2411 (1995).

  35. V. Caps, S.C. Tsang, Appl. Catal. A Gen. 248, 19 (2003)

    Article  CAS  Google Scholar 

  36. M. Park, S. Komarneni, Microporous Mesoporous Mater. 25, 75 (1998)

    Article  CAS  Google Scholar 

  37. R. Schmidt, E.W. Hansen, M. Stoecker, D. Akporiaye, O.H. Ellestad, J. Am. Chem. Soc. 117, 4049 (1995)

    Article  CAS  Google Scholar 

  38. M.J. Sabater, M. Álvaro, H. García, E. Palomares, J.C. Scaiano, J. Am. Chem. Soc. 123, 7074 (2001)

    Article  CAS  Google Scholar 

  39. G.-J. Kim, D.-W. Park, Catal. Today 63, 537 (2000)

    Article  CAS  Google Scholar 

  40. C. Baleizão, B. Gigante, M.J. Sabater, H. Garcia, A. Corma, Appl. Catal. A Gen. 228, 279 (2002)

    Article  Google Scholar 

  41. A. Horn Jr., C.A.L. Filgueiras, J.L. Wardell, M.H. Herbst, N.V. Vugman, P.S. Santos, J.G.S. Lopes, R.A. Howie, Inorg. Chim. Acta 357, 4240 (2004)

    Article  CAS  Google Scholar 

  42. C. Jin, W. Fan, Y. Jia, B. Fan, J. Ma, R. Li, J. Mol. A Catal. Chem. 249, 23 (2006)

    Article  CAS  Google Scholar 

  43. M.J.L. Kishore, G.S. Mishra, A. Kumar, J. Mol. A Catal. Chem. 230, 35 (2005)

    Article  CAS  Google Scholar 

  44. G.S. Mishra, A.J.L. Pombeiro, J. Mol. A Catal. Chem. 239, 96 (2005)

    Article  CAS  Google Scholar 

Download references

Acknowledgement

This work was supported by NSFC of China (grant no. 20376017).

Author information

Authors and Affiliations

  1. School of Chemical Engineering, Hebei University of Technology, Tianjin, 300130, People’s Republic of China

    Jiquan Zhao, Weiyu Wang & Yuecheng Zhang

Authors
  1. Jiquan Zhao
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Weiyu Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yuecheng Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Jiquan Zhao.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Zhao, J., Wang, W. & Zhang, Y. Preparation of MCM-41 Supported Salen Vanadium Complex and its Catalysis for the Oxidation of Cyclohexane with H2O2 as an Oxidant. J Inorg Organomet Polym 18, 441–447 (2008). https://doi.org/10.1007/s10904-008-9221-0

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10904-008-9221-0

Keywords

Search

Navigation