Catalysis Letters

, Volume 70, Issue 1–2, pp 61–65 | Cite as

The effect of flexible lattice aluminium in zeolite beta during the nitration of toluene with nitric acid and acetic anhydride

  • Mohamed Haouas
  • Andreas Kogelbauer
  • Roel Prins
Article

Abstract

The nitration of toluene with nitric acid and acetic anhydride using zeolite H‐beta as catalyst was studied with multi‐nuclear solid‐state NMR spectroscopy in order to investigate the causes for the observed enhanced para‐selectivity. The reversible transformation of framework aluminium from a tetrahedral into an octahedral environment was observed by 27Al NMR upon interaction of the zeolite with the different components of the nitrating system. The octahedral co‐ordination complex between lattice aluminium and acetylnitrate might explain the surface‐catalysed para‐selective nitration reaction and suggests that the lattice flexibility plays an important role in determining the regio‐selectivity of the nitration catalysed by zeolites.

flexible lattice aluminium zeolite beta nitration regio‐control para‐selectivity toluene NMR 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. [1]
    A. Kogelbauer and H.W. Kouwenhoven, in: Fine Chemicals through Heterogeneous Catalysis, eds. R.A. Sheldon and H. van Bekkum (Wiley-VCH, New York), in press.Google Scholar
  2. [2]
    A. Corma and H. Garcia, Catal. Today 38 (1997) 257.CrossRefGoogle Scholar
  3. [3]
    K. Smith, A. Musson and G.A. DeBoos, J. Chem. Soc. Chem. Commun. (1996) 469.Google Scholar
  4. [4]
    D. Vassena, A. Kogelbauer and R. Prins, Catal. Today, accepted.Google Scholar
  5. [5]
    A. Germain, T. Akouz and F. Figueras, Appl. Catal. A 136 (1996) 57.CrossRefGoogle Scholar
  6. [6]
    B.M. Choudary, M. Sateesh, M.L. Kantam, K.K. Rao, K.V.R. Prasad, K.V. Raghavan and J.A.R.P. Sarma, J. Chem. Soc. Chem. Commun. (2000) 25.Google Scholar
  7. [7]
    D. Vassena, A. Kogelbauer and R. Prins, in: Proc. 12th Int. Congr. on Catalysis, accepted.Google Scholar
  8. [8]
    E.G. Derouane, H. He, S.B. Derouane-Abd Hamid and I.I. Ivanova, Catal. Lett. 58 (1999) 1.CrossRefGoogle Scholar
  9. [9]
    M. Hunger and T. Horvath, Catal. Lett. 49 (1997) 95.CrossRefGoogle Scholar
  10. [10]
    K. Smith, A. Mudsson and G.A. DeBoos, J. Org. Chem. 63 (1998) 8448.CrossRefGoogle Scholar
  11. [11]
    D. Vassena, A. Kogelbauer and R. Prins, Stud. Surf. Sci. Catal. 125 (1999) 501.CrossRefGoogle Scholar
  12. [12]
    M. Witanowski, L. Stefaniak and G.A. Webb, Annu. Rep. NMR Spectrosc. 25 (1993) 1.CrossRefGoogle Scholar
  13. [13]
    T.-H. Chen, B.H. Wouters and P.J. Grobet, Eur. J. Inorg. Chem. (2000) 281.Google Scholar
  14. [14]
    M. Müller, G. Harvey and R. Prins, Micropor. Mesopor. Mater. 34 (2000) 281.CrossRefGoogle Scholar
  15. [15]
    L. Bertea, H.W. Kouwenhoven and R. Prins, Appl. Catal. A 129 (1995) 229.CrossRefGoogle Scholar
  16. [16]
    E. Bourgeat-Lami, P. Massiani, F. Di Renzo, P. Espiau, F. Fajula and T. Des Courieres, Appl. Catal. 72 (1991) 139.CrossRefGoogle Scholar
  17. [17]
    L.C. De Ménorval, W. Buckermann, F. Figueras and F. Fajula, J. Phys. Chem. 100 (1996) 465.CrossRefGoogle Scholar
  18. [18]
    G.A. Olah, B.G.B. Gupta and S.C. Narang, J. Am. Chem. Soc. 101 (1979) 5317.CrossRefGoogle Scholar
  19. [19]
    N.C. Marziano, C. Tortato, L. Ronchin, F. Martini and C. Bianchi, Catal. Lett. 58 (1999) 81.CrossRefGoogle Scholar
  20. [20]
    G.D. Yadav and J.J. Nair, Catal. Lett. 62 (1999) 49.CrossRefGoogle Scholar
  21. [21]
    J.C. van der Waal, E.J. Creyghton, P.J. Kunkeler, K. Tan and H. van Bekkum, Topics Catal. 4 (1997) 261.CrossRefGoogle Scholar
  22. [22]
    S.M. Nagy, K.A. Yarovoy, V.G. Shubin and L.A. Vostrikova, J. Phys. Org. Chem. 7 (1994) 385.CrossRefGoogle Scholar

Copyright information

© Kluwer Academic Publishers 2000

Authors and Affiliations

  • Mohamed Haouas
  • Andreas Kogelbauer
  • Roel Prins

There are no affiliations available

Personalised recommendations