10.1186/2228-5326-3-40

Environmentally benign Friedel-Crafts benzylation over nano-TiO2/SO42-

  1. Department of Chemistry, Christ University, Bangalore, 29, IN
  2. Department of Applied Chemistry, Cochin University of Science and Technology, Kochi, 22, IN
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Published in Issue 2013-05-24

How to Cite

Devi, K. R., Sreeja, P. B., & Sugunan, S. (2013). Environmentally benign Friedel-Crafts benzylation over nano-TiO2/SO42-. International Nano Letters, 3(1 (December 2013). https://doi.org/10.1186/2228-5326-3-40

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Abstract

Abstract During the past decade, much attention has been paid to the replacement of homogeneous catalysts by solid acid catalysts. Friedel-Crafts benzylation of toluene with benzyl chloride (BC) in liquid phase was carried out over highly active, nano-crystalline sulfated titania systems. These catalysts were prepared using the sol gel method. Modification was done by loading 3% of transition metal oxides over sulfated titania. Reaction parameters such as catalyst mass, molar ratio, temperature, and time have been studied. More than 80% conversion of benzyl chloride and 100% selectivity are shown by all the catalysts under optimum conditions. Catalytic activity is correlated with Lewis acidity obtained from perylene adsorption studies. The reaction appears to proceed by an electrophile, which involves the reaction of BC with the acidic titania catalyst. The catalyst was regenerated and reused up to four reaction cycles with equal efficiency as in the first run. The prepared systems are environmentally friendly and are easy to handle.

Keywords

  • Friedel-Crafts benzylation,
  • Heterogeneous catalysts,
  • Nano-acid catalyst,
  • Nano-sulfated titania

References

  1. Friedel and Craft (1877) Compt. Rend. Acad. Sci
  2. Olah (1973) Wiley
  3. Ratnaswamy et al. (1996) https://doi.org/10.1016/0926-860X(95)00210-3
  4. Sartori and Maggi (2006) https://doi.org/10.1021/cr040695c
  5. Trong et al. (2003) https://doi.org/10.1016/S0926-860X(03)00195-9
  6. Selvaraj and Lee (2005) https://doi.org/10.1016/j.micromeso.2005.05.042
  7. Cao et al. (1999) https://doi.org/10.1016/S0926-860X(99)00089-7
  8. Narender et al. (2006) https://doi.org/10.1016/j.catcom.2006.01.013
  9. Song and Sayari (1996) https://doi.org/10.1080/01614949608006462
  10. Quaschning et al. (1998) https://doi.org/10.1006/jcat.1998.2098
  11. Smith et al. (1999) https://doi.org/10.1039/a901394f
  12. Nehate and Bokade (2009) https://doi.org/10.1016/j.clay.2009.02.011
  13. Willock and Horvath (2003) Metal Oxides Wiley
  14. Gracia et al. (2008) https://doi.org/10.1016/j.apcata.2008.07.023
  15. Vinu et al. (2005) https://doi.org/10.1016/j.micromeso.2004.12.012
  16. Anand et al. (2008) https://doi.org/10.1016/j.micromeso.2007.07.011
  17. Henrique et al. (2003) https://doi.org/10.1016/S0926-860X(02)00639-7
  18. Mantri et al. (2005) https://doi.org/10.1016/j.molcata.2005.04.020
  19. Narayanan and Deshpande (2000) https://doi.org/10.1016/S0926-860X(99)00402-0
  20. Ghiaci et al. (2007) https://doi.org/10.1016/j.catcom.2006.05.003
  21. Sunajadevi and Sugunan (2004) https://doi.org/10.1016/j.matlet.2004.06.019
  22. Lin and Hsu (1992)
  23. Arene et al. (1998) https://doi.org/10.1016/S0926-860X(98)00041-6
  24. Satsuma et al. (2000) https://doi.org/10.1016/S0926-860X(99)00372-5
  25. Suja et al. (2002) https://doi.org/10.1016/S0926-860X(02)00004-2
  26. Manju and Suganan (2050)
  27. Jacob et al. (1999) https://doi.org/10.1016/S1381-1169(98)00187-3
  28. Singh et al. (1998) https://doi.org/10.1016/S0926-860X(98)00194-X
  29. Rohan et al. (1998) https://doi.org/10.1006/jcat.1998.2108
  30. Jun and Ryoo (2000) https://doi.org/10.1006/jcat.2000.2999
  31. Sebti et al. (2001) https://doi.org/10.1016/S0926-860X(01)00599-3
  32. Despande et al. (2001) https://doi.org/10.1016/S0926-860X(00)00777-8
  33. Cseri et al. (1995) https://doi.org/10.1016/1381-1169(95)00016-X
  34. Choudary et al. (1997) https://doi.org/10.1016/S0926-860X(96)00310-9
  35. Ghorpade et al. (1998) https://doi.org/10.1016/S0926-860X(97)00266-4
  36. Coq et al. (1993) https://doi.org/10.1016/0926-860X(93)80116-8