Skip to main content
Log in

Efficient oxidation and epoxidation using a chromium(VI)-based magnetic nanocomposite

  • Original Paper
  • Published:
Environmental Chemistry Letters Aims and scope Submit manuscript

Abstract

The oxidation of alcohols and alkenes to aldehydes, ketones and epoxides is a major reaction in organic synthesis, but is usually hard to perform due to the lack of efficient methods. The use of ultrasounds may improve yield because ultrasonic-assisted reactions are often more efficient than traditional methods. Here, we prepared a hybrid chromium(VI)-based magnetic nanocomposite catalyst by co-precipitation. This catalyst was characterized by Fourier transform infrared, solid-state ultraviolet–visible, elemental analysis, X-ray fluorescence, scanning electron microscopy, X-ray diffraction and vibrating sample magnetometer analyses. The catalytic activity was tested by the oxidation of benzyl alcohol to benzaldehyde, cyclohexanol to cyclohexanone, and epoxidation of cyclohexene, using hydrogen peroxide at room temperature under ultrasonic irradiation. Results show conversions ranging from 27 to 100 % according to gas chromatography–mass spectrometry. This is the first report of using magnetic nanocomposites with ultrasonic irradiation for oxidation reactions.

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

Similar content being viewed by others

References

  • Diagne M, Sharma VK, Oturan N, Oturan MA (2014) Depollution of indigo dye by anodic oxidation and electro-Fenton using B-doped diamond anode. Environ Chem Lett 12:219–224

    Article  CAS  Google Scholar 

  • Ghammamy S, Baghy MR, Mirrahimi M, Vaira MD, Javanshir Z, Mehrani K, Maleki S (2009) Synthesis, characterization, X-ray structural analysis and study of oxidative properties of a chlorochromate(VI) complex with benzyltriphenylphosphonium cation. Transit Met Chem 34:565–570

    Article  CAS  Google Scholar 

  • Hammedi T, Triki M, Alvarez MG, Chimentao RJ, Ksibi Z, Ghorbel A, Llorca J, Medina F (2015) Total degradation of p-hydroxybenzoic acid by Ru-catalysed wet air oxidation: a model for wastewater treatment. Environ Chem Lett 13:481–486

    Article  CAS  Google Scholar 

  • Hick K, Hameon A (1992) Dictionary of inorganic compounds. Chapman and Hall, London

    Google Scholar 

  • Hudlicky M (1990) Oxidations in organic chemistry. American Chemical Society, Washington

    Google Scholar 

  • Kanakaraju D, Glass BD, Oelgemöller M (2014) Titanium dioxide photocatalysis for pharmaceutical wastewater treatment. Environ Chem Lett 12:27–47

    Article  CAS  Google Scholar 

  • Karaoğlu E, Baykal A, Erdemi H, Alpsoy L, Sözeri H (2011) Synthesis and characterization of DL-thioctic acid (DLTA)–Fe3O4 nanocomposite. J Alloys Compd 509:9218–9225

    Article  Google Scholar 

  • Naghipour A, Fakhri A (2015) Efficient oxidation of sulfides into sulfoxides catalyzed by a chitosan–Schiff base complex of Cu(II) supported on supramagnetic Fe3O4 nanoparticles. Environ Chem Lett. doi:10.1007/s10311-015-0545-z

    Google Scholar 

  • Park Y, Lee KT, Suh YD, Hyeon T (2015) Upconverting nanoparticles: a versatile platform for wide-field two-photon microscopy and multi-modal in vivo imaging. Chem Soc Rev 44:1302–1317

    Article  CAS  Google Scholar 

  • Pasha MA, Nagashree S (2013) Ni(NO3)2 6H2O/I2/water: a new, mild and efficient system for the selective oxidation of alcohols into aldehydes and ketones under sonic condition. Ultrason Sonochem 20:810–814

    Article  CAS  Google Scholar 

  • Rahimi R, Maleki A, Maleki S, Morsali A, Rahimi M (2014) Synthesis and characterization of magnetic dichromate hybrid nanomaterials with triphenylphosphine surface modified iron oxide nanoparticles. J Solid State Sci 28:9–13

    Article  CAS  Google Scholar 

  • Rezaee A, Rangkooy H, Khavanin A, Jonidi Jafari A (2014) High photocatalytic decomposition of the air pollutant formaldehyde using nano-ZnO on bone char. Environ Chem Lett 12:353–357

    Article  CAS  Google Scholar 

  • Sarmah G, Bharadwaj SK, Dewan A, Gogoi A, Bora U (2014) An efficient and reusable vanadium based catalytic system for room temperature oxidation of alcohols to aldehydes and ketones. Tetrahedron Lett 55:5029–5032

    Article  CAS  Google Scholar 

  • Trost BM (1991) Comprehensive organic synthesis. Pergamon Press, New York

    Google Scholar 

Download references

Acknowledgments

The authors gratefully acknowledge the financial support from the Research Council of the Iran University of Science and Technology.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Ali Maleki.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Maleki, A., Rahimi, R. & Maleki, S. Efficient oxidation and epoxidation using a chromium(VI)-based magnetic nanocomposite. Environ Chem Lett 14, 195–199 (2016). https://doi.org/10.1007/s10311-016-0558-2

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10311-016-0558-2

Keywords

Navigation