Advertisement

Catalysis Letters

, Volume 76, Issue 3–4, pp 213–218 | Cite as

Silica Gel Anchored Chiral Mn(III)Salen Complexes for Enantioselective Epoxidation of Unfunctionalised Olefins

  • B.M. Choudary
  • N. Sreenivasa Chowdari
  • M. Lakshmi Kantam
  • P. Lakshmi Santhi
Article

Abstract

Heterogeneous Mn(III) chiral salen complexes are prepared through covalent attachment of salen ligand on silica gel via chloropropyl spacer and subsequent complexation with manganese. The complexes are well characterized by IR, UV/VIS, TGA and elemental analysis. Epoxidation of unfunctionalised prochiral olefins by Mn(III) chiral salen complexes using iodosobenzene and m-CPBA as the terminal oxidants and NMO as a co-oxidant was achieved with good yields albeit low enantiomeric excess.

asymmetric epoxidation Mn(III)salen complex olefins heterogeneous catalysis 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. [1]
    E.N. Jacobsen and M.H. Wu, in: Comprehensive Asymmetric Catalysis, Vol. II, eds. E.N. Jacobsen, A. Pfaltz and H. Yamamoto (Springer, Berlin, 1999) pp. 723-787.Google Scholar
  2. [2]
    W. Jhang, J.L. Loebach, S.R. Wilson and E.N. Jacobsen, J. Am. Chem. Soc. 112 (1990) 2801.Google Scholar
  3. [3]
    R. Irie, K. Noda, Y. Ito, N. Matsumoto and T. Katsuki, Tetrahedron Lett. 31 (1990) 7345.Google Scholar
  4. [4]
    S. Ogunwumi and T. Bein, J. Chem. Soc. Chem. Commun. (1997) 901.Google Scholar
  5. [5]
    D. Pini, A. Mandoli, S. Orlandi and P. Salvadori, Tetrahedron: Asymmetry 10 (1999) 3883.Google Scholar
  6. [6]
    G.-J. Kim and J.-H. Shin, Tetrahedron Lett. 40 (1999) 6827.Google Scholar
  7. [7]
    X.-G. Zhou, X.-Q. Yu, J.-S. Huang, S.-G. Li, L.-S. Li and C.-M. Che, J. Chem. Soc. Chem. Commun. (1999) 1789Google Scholar
  8. [8]
    P. Piaggio, C. Langham, P. McMorn, D. Bethel, P.C. Bulman-Page, F.E. Hancock, C. Sly and G.J. Hutchings, J. Chem. Soc. Perkin Trans. 22 (2000) 143.Google Scholar
  9. [9]
    B.B. De, B.B. Lohray, S. Sivaram and P.K. Dhal, Tetrahedron: Asymmetry 6 (1995) 2105.Google Scholar
  10. [10]
    L. Canali, E. Cowan, H. Deleuze, C.L. Gibson and D.C. Sherrington, J. Chem. Soc. Chem. Commun. (1998) 2561.Google Scholar
  11. [11]
    G. Pozzi, F. Cinato, F. Montanari and S. Quici, J. Chem. Soc. Chem. Commun. (1998) 877.Google Scholar
  12. [12]
    B.M. Choudary, M.L. Kantam, B. Bharathi, P. Sreekanth and F. Figueras, J. Mol. Catal. 159 (2000) 417.Google Scholar
  13. [13]
    U. Nagel, Angew. Chem. Int. Ed. Engl. 23 (1984) 435.Google Scholar
  14. [14]
    M.L. Kantam, N.S. Chowdari, A. Rahman and B.M. Choudary, Synlett 9 (1999) 1413.Google Scholar
  15. [15]
    M. Palucki, P.J. Pospisil, W. Zhang and E.N. Jacobsen, J. Am. Chem. Soc. 116 (1994) 9333.Google Scholar
  16. [16]
    M.D. Angelino and P.E. Laibinis, Macromolecules 31 (1998) 7581.Google Scholar

Copyright information

© Plenum Publishing Corporation 2001

Authors and Affiliations

  • B.M. Choudary
    • 1
  • N. Sreenivasa Chowdari
    • 1
  • M. Lakshmi Kantam
    • 1
  • P. Lakshmi Santhi
    • 1
  1. 1.Indian Institute of Chemical TechnologyHyderabadIndia

Personalised recommendations