Skip to main content
Log in

Solvent-free oxidation of alcohols by hydrogen peroxide over chromium Schiff base complexes immobilized on MCM-41

  • Published:
Transition Metal Chemistry Aims and scope Submit manuscript

Abstract

A series of chromium(III) Schiff base complexes immobilized on MCM-41 were prepared and characterized by various physicochemical and spectroscopic methods. The complexes were used for the selective oxidation of alcohols by 30% hydrogen peroxide without any organic solvent, phase transfer catalyst or additive. The immobilized complexes proved to be effective catalysts and generally exhibited much higher catalytic performance than their corresponding homogeneous analogs. The catalytic performance of the immobilized complexes was also found to be closely related to the Schiff base ligands used. Under the optimal reaction conditions, secondary alcohols, cyclic alcohols and benzyl alcohol were prevailingly oxidized to their corresponding ketones or aldehydes.

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

Access this article

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

Instant access to the full article PDF.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6

Similar content being viewed by others

References

  1. Markó IE, Giles PR, Tsukazaki M, Brown SM, Urch CJ (1996) Science 274:2044

    Article  Google Scholar 

  2. Balogh-Hergovich É, Speier G (2005) J Mol Catal A: Chem 44:79

    Article  Google Scholar 

  3. Thorp HH (2000) Science 289:882

    Article  CAS  Google Scholar 

  4. Bakac A (1995) Mechanistic and kinetics aspects of transition metal oxygen chemistry in progress in inorganic chemistry. In: Karlin DK (ed), vol 43. NewYork: Wiley, p 297

  5. Hong LS (2001) The Hong Kong Polytechnic University, Doctoral dissertation

  6. Stamatis Ag, Doutsi P, Vartzouma Ch, Christoforidis KC, Deligiannakis Y, Louloudi M (2009) J. Mol Catal A: Chem 297:44

    Article  CAS  Google Scholar 

  7. Arunachalam S, Padma Priya N, Jayabalakrishnan C, Chinnusamy V (2009) Spectrochim. Acta A 74:591

    CAS  Google Scholar 

  8. Andrews M, Laye RH, Pope SJA (2009) Transition Met Chem 34:493

    Article  CAS  Google Scholar 

  9. Fernández I, Pedro JR, Roselló AL, Ruiz R, Castro I, Ottenwaelder X, Journaux Y (2001) Eur J Org Chem 1235

  10. Karandikar P, Dhanya KC, Deshpande S, Chandwadkar AJ, Sivasanker S, Agashe M (2004) Catal Commun 5:69

    Article  CAS  Google Scholar 

  11. Wu GD, Wang XL, Li JP, Zhao N, Wei W, Sun YH (2008) Catal Today 131:402

    Article  CAS  Google Scholar 

  12. Wang XL, Wu GD, Li JP, Zhao N, Wei W, Sun YH (2007) Catal Lett 119:89

    Google Scholar 

  13. Oliveira P, Machado A, Ramos AM, Fonseca I, Braz Fernandes FM, Botelho do Rego AM, Vital J (2009) Micropor Mesopor Mat 120:432

    Article  CAS  Google Scholar 

  14. Silva AR, Figueiredo JL, Freire C, Castro de B (2004) Micropor Mesopor Mat 68:83

    Article  CAS  Google Scholar 

  15. Joseph T, Hartmann M, Ernst S, Halligudi SB (2004) J Mol Catal A: Chem 207:129

    Article  Google Scholar 

  16. Zhou XG, Yu XQ, Huang JS, Li SG, Li LS, Che CM (1999) Chem Commun 1789

  17. Zhang H, Xiang S, Li C (2005) Chem Commun 1209

  18. Xiang S, Zhang Y, Xin Q, Li C (2002) Chem Commun 2696

  19. Demicheli G, Maggi R, Mazzacani A, Righi P, Sartori G, Bigi F (2001) Tetrahedron Lett 42:2401

    Article  CAS  Google Scholar 

  20. Singh UG, Williams RT, Hallam KR, Allen GC (2005) J Solid State Chem 178:3405

    Article  CAS  Google Scholar 

  21. Kresge CT, Leonowicz ME, Roth WJ, Vartuli JC, Beck JS (1992) Nature 359:710

    Article  CAS  Google Scholar 

  22. Baleizão C, Gigante B, Sabater MJ, Garcia H, Corma A (2002) Appl Catal A: Gen 228:279

    Article  Google Scholar 

  23. Wang XL, Wu GD, Li JP, Zhao N, Wei W, Sun YH (2007) J Mol Catal A: Chem 276:86

    Article  CAS  Google Scholar 

  24. Srinivasan K, Kochi JK (1985) Inorg Chem 24:4671

    Article  CAS  Google Scholar 

  25. Domínguez I, Fornés V, Sabater MJ (2004) J Catal 228:92

    Article  Google Scholar 

  26. Gigante B, Corma A, García H, Sabater MJ (2000) Catal Lett 68:113–119

    Article  CAS  Google Scholar 

  27. Kingma IE, Wiersma M, Van der Baan JL, Balt S, Bickelhaupt FG, de Bolster MW, Klumpp GW, Spek AL (1993) J Chem Soc Chem Commun 832

  28. Mukherjee S, Samanta S, Roy BC, Bhaumik A (2006) Appl Catal A: Gen 301:79

    Article  CAS  Google Scholar 

  29. Lim MH, Stein A (1999) Chem Mater 11:3285

    Article  CAS  Google Scholar 

  30. Sing KSW, Everett DH, Haul RAW, Moscow L, Pierotti RA, Rouquerol T, Siemienewska T (1985) Pure Appl Chem 57:603

    Article  CAS  Google Scholar 

  31. Brunel D, Bellocq N, Sutra P, Cauvel A, Laspéras M, Moreau P, Renzo FD, Galarneau A, Fajula F (1998) Coord Chem Rev 180:1085

    Article  Google Scholar 

Download references

Acknowledgments

The authors acknowledge the financial support from National Science Technology Foundation of China (No. 2006BAC2A08) and NJIT Scientific Research Foundation for Introduce Talents (KXJ 08033 and KXJ 08034).

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Xiaoli Wang or Gongde Wu.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Wang, X., Wu, G., Wei, W. et al. Solvent-free oxidation of alcohols by hydrogen peroxide over chromium Schiff base complexes immobilized on MCM-41. Transition Met Chem 35, 213–220 (2010). https://doi.org/10.1007/s11243-009-9316-7

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11243-009-9316-7

Keywords

Navigation