Skip to main content
Log in

Keggin-Type Mixed Polyoxomolybdates Catalyzed Cyclohexanone Oxidation by Hydrogen Peroxide: In Situ IR Pyridine Adsorption

  • Published:
Catalysis Letters Aims and scope Submit manuscript

Abstract

Homogenous cyclohexanone oxidation was catalyzed by a series of Keggin-type polyoxometalates as formula H3PMo12O40, Cs3PMo12O40, CsSnPMo12O40, Cs2Sn0.5PMo12O40 and HSnPMo12O40 using hydrogen peroxide H2O2 (30%), without solvent. The following reaction products, adipic, glutaric and succinic acids, butane-1,3-diol and ε-caprolactone were identified and quantified by high-performance liquid chromatography (HPLC). The catalysts were prepared and characterized by Fourier transform infrared spectroscopy (FTIR), chemical analysis (ICP), 31P and 133Cs nuclear magnetic resonance spectroscopies and in situ FTIR of pyridine adsorption. The presence of both BrØnsted and Lewis acid sites was evidenced for CsSnPMo12O40, Cs2Sn0.5PMo12O40 and HSnPMo12O40. Among them, HSnPMo12O40 exhibited total conversion with adipic acid, as major product (60% of yield).

Graphic Abstract

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.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9
Fig. 10

Similar content being viewed by others

References

  1. Krow GR (2004) Org React 43:251–798

    Google Scholar 

  2. Sager WF, Duckworth A (1955) J Am Chem Soc 77(1):188–190

    Article  CAS  Google Scholar 

  3. Pillai UR, Sahle-Demessie E (2003) J Mol Catal A Chem 191(1):93–100

    Article  CAS  Google Scholar 

  4. Corma A, Navarro MT, Nemeth L, Renz M (2001) Chem Commun 21:2190–2191

    Article  Google Scholar 

  5. Corma A, Navarro MT, Renz M (2003) Chem Commun 219:242–246

    CAS  Google Scholar 

  6. Bhanja P, Chatterjee S, Patra AK, Bhaumik A (2018) J Colloid Interface Sci 511:92–100

    Article  CAS  Google Scholar 

  7. Lambert A, Macquarrie DJ, Carr G, Clark JH (2000) New J Chem 24:485–488

    Article  CAS  Google Scholar 

  8. Chen C, Peng J, Li B, Wang L (2009) Catal Lett 131(3–4):618

    Article  CAS  Google Scholar 

  9. Nomiya K, Miwa M, Sugaya Y (1984) Polyhedron 3(5):607–610

    Article  CAS  Google Scholar 

  10. Cavani F, Ferroni L, Frattini A, Lucarelli C, Mazzini A, Raabova K, Alini S, Accorinti P, Babini P (2011) Appl Catal A 391(1):118–124

    Article  CAS  Google Scholar 

  11. Idrissou Y, Mouanni S, Amitouche D, Mazari T, Catherine Roch-Marchal C, Rabia C (2018) Bull Chem React Eng Catal 13(2):386–391

    Article  Google Scholar 

  12. Tahar A, Benadji S, Mazari T, Dermeche L, Marchal-Roch C, Rabia C (2015) Catal Lett 145(2):569–575

    Article  CAS  Google Scholar 

  13. Mazari T, Benadji S, Tahar A, Dermeche L, Rabia C (2013) J Mater Sci Eng B 3(3):146–215

    CAS  Google Scholar 

  14. Benadji S, Mazari T, Dermeche L, Salhi N, Cadot E, Rabia C (2013) Catal Lett 143(8):749–755

    Article  CAS  Google Scholar 

  15. Mouanni S, Mazari T, Amitouche D, Benadji S, Dermeche L, Catherine Roch-Marchal C, Rabia C (2019) Compt Rendu Chim 22(4):327–336

    Article  CAS  Google Scholar 

  16. Mouanni S, Mazari T, Amitouche D, Benadji S, Dermeche L, Catherine Roch-Marchal C, Rabia C (2018) Bull Chem React Eng Catal 13(2):386–391

    Article  CAS  Google Scholar 

  17. Mouheb L, Dermeche L, Mazari T, Benadji S, Essayem N, Rabia C (2018) Catal Lett 148(2):612–620

    Article  CAS  Google Scholar 

  18. Moudjahed M, Dermeche L, Benadji S, Mazari T, Rabia C (2016) J Mol Catal A Chem 414:72–77

    Article  CAS  Google Scholar 

  19. Guerroudj RM, Dermeche L, Mouheb L, Mazari T, Amitouche D, Benadji S, Rabia C (2019) Bull Chem React Eng Catal 14(2):283–293

    Article  CAS  Google Scholar 

  20. Renz M, Blasco T, Corma A, Fornés V, Jensen R, Nemeth L (2002) Chemistry 8(20):4708–4717

    Article  CAS  Google Scholar 

  21. Tsigdinos GA (1974) Ind Eng Chem Prod Res Dev 13:267–274

    Article  CAS  Google Scholar 

  22. Rocchicioli-Deltcheff C, Thouvenot R, Franck R (1976) Spectrochim Acta A 32:587–597

    Article  Google Scholar 

  23. Cavani F, Mezzogori R, Pigamo A, Trifiro F (2001) Chem Eng J 82(1–3):33–42

    Article  CAS  Google Scholar 

  24. Jacobs PA (1984) Characterization of heterogeneous catalysts. Marcel Dekker, New York

    Google Scholar 

  25. Parry EP (1963) J Catal 2(5):371–379

    Article  CAS  Google Scholar 

  26. Yashima T, Hara N (1972) J Catal 27(2):329–333

    Article  CAS  Google Scholar 

  27. Furuta M, Sakata K, Misono M, Yoneda Y (1979) Chem Lett 8(1):31–34

    Article  Google Scholar 

  28. Emeis CA (1993) J Catal 141(2):347–354

    Article  CAS  Google Scholar 

  29. Amitouche D, Haouas M, Mazari T, Mouanni S, Canioni R, Rabia C, Marchal-Roch C (2018) Appl Catal A 561:104–116

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to L. Dermeche.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Mouheb, L., Dermeche, L., Essayem, N. et al. Keggin-Type Mixed Polyoxomolybdates Catalyzed Cyclohexanone Oxidation by Hydrogen Peroxide: In Situ IR Pyridine Adsorption. Catal Lett 150, 3327–3334 (2020). https://doi.org/10.1007/s10562-020-03231-x

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10562-020-03231-x

Keywords

Navigation