Skip to main content
Log in

Aerobic photochemical oxidation in mesoporous Ti-MCM-41: epoxidation of alkenes and oxidation of sulfides

  • Published:
Catalysis Letters Aims and scope Submit manuscript

Abstract

Irradiation with visible light of a secondary alcohol, benzhydrol, in the presence of molecular oxygen within a titanium-substituted mesoporous molecular sieve, Ti-MCM-41, led to the formation of the α-hydroperoxoalcohol and then hydrogen peroxide. The peroxide species reacted in situ with alkenes and sulfides and led to the titanium center catalyzed selective formation of epoxides from alkenes and sulfoxides from sulfides. The cascade of reactions represents a new method for the photoactivation of oxygen in the presence of alcohols.

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.

Similar content being viewed by others

References

  1. M.G. Clerici and P. Ingallina, Catal. Today 41 (1998) 351.

    Article  CAS  Google Scholar 

  2. G. Strukul, Catalytic Oxidations with Hydrogen Peroxide as Oxidant (Kluwer, Dordrecht, 1992)

    Google Scholar 

  3. G. Goor, W. Kunkel and O. Weiberg, in: Ullman's Encyclopedia of Industrial Chemistry, 5th Ed., eds. B. Elvers, S. Hawkins, M. Ravenscroft and G. Schulz, (VCH, Weinheim, 1989).

    Google Scholar 

  4. D.L. Vanoppen, D.E. De Vos and P.A. Jacobs, J. Catal. 177 (1998) 22

    Article  CAS  Google Scholar 

  5. J.M. Thomas, R. Raja, G. Sankar and R.G. Bell, Nature 398 (1999) 227

    Article  CAS  Google Scholar 

  6. T. Hayashi, K. Tanaka and M. Haruta, J. Catal. 178 (1998) 566

    Article  CAS  Google Scholar 

  7. T. Mukaiyama and T. Yamada, Bull. Chem. Soc. Jpn. 68 (1995) 17.

    Article  CAS  Google Scholar 

  8. F. Blatter, H. Sun, S. Vasenkov and H. Frei, Catal. Today 41 (1998) 297

    Article  CAS  Google Scholar 

  9. H. Sun, F. Blatter and H. Frei, J. Am. Chem. Soc. 118 (1996) 6873

    Article  CAS  Google Scholar 

  10. H. Sun, F. Blatter and H. Frei, J. Am. Chem. Soc. 116 (1994) 7951

    Article  CAS  Google Scholar 

  11. F. Blatter and H. Frei, J. Am. Chem. Soc. 116 (1994) 1812.

    Article  CAS  Google Scholar 

  12. B. Notari, Adv. Catal. 41 (1996) 253

    Article  CAS  Google Scholar 

  13. I.W.C.E. Arends, R.A. Sheldon, M. Wallau and U. Schuchardt, Angew. Chem. Int. Ed. Engl. 36 (1997) 1143.

    Google Scholar 

  14. P.T. Tanev, M. Chibwe and T.J. Pinnavaia, Nature 368 (1994) 321.

    Article  CAS  Google Scholar 

  15. J.A. Howard, Adv. Free-Radical Chem. 4 (1972) 49.

    CAS  Google Scholar 

  16. D. Swern, Organic Peroxides (Wiley/Interscience, New York, 1970).

    Google Scholar 

  17. P.A. Ganeshpure and W. Adam, Synthesis (1996) 179.

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Khenkin, A.M., Neumann, R. Aerobic photochemical oxidation in mesoporous Ti-MCM-41: epoxidation of alkenes and oxidation of sulfides. Catalysis Letters 68, 109–111 (2000). https://doi.org/10.1023/A:1019006730653

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1019006730653

Navigation