Advertisement

Journal of Structural Chemistry

, Volume 46, Issue 2, pp 248–252 | Cite as

Unusual lability of intramolecular coordination bond O→Si N-(trifluorosilylmethyl)succinimide

  • T. N. Aksamentova
  • M. G. Voronkov
  • O. M. Trofimova
  • N. N. Chipanina
  • Yu. I. Bolgova
  • N. F. Chernov
  • É. A. Zel’bst
  • V. K. Turchaninov
Article

Abstract

According to IR spectroscopy data and ab initio quantum chemical computations, a novel representative of intracomplex organosilicon compounds — N-(trifluorosilylmethyl)succinimide (I) possesses an anomalously high sensitivity to medium effects. Coordination bond O→Si of the compound I is strong in the solid phase and polar medium, and weak in its isolated molecules. Geometric parameters calculated for the molecule I in polar medium correspond to X-ray diffraction data.

Keywords

N-(trifluorosilylmethyl)succinimide synthesis quantum chemical computation IR spectroscopy intramolecular coordination bond O→Si pentacoordinate silicon atom 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    V. F. Sidorkin, E. F. Belogolova, and V. A. Pestunovich, J. Mol. Struct. (Theochem), 538, Nos. 2/3, 59–65 (2001).CrossRefGoogle Scholar
  2. 2.
    E. F. Belogolova and V. F. Sidorkin, ibid., 668, Nos. 2/3, 139–145 (2004).CrossRefGoogle Scholar
  3. 3.
    E. F. Belogolova and V. F. Sidorkin, Izv. Ross. Akad. Nauk, Ser. Khim., No. 7, 1392–1396 (2003).Google Scholar
  4. 4.
    D. Kost and I. Kalichman, The Chemistry of Organic Silicon Compounds, Z. Rappoport and Y. Apeloig (eds.), Wiley, New York (1998).Google Scholar
  5. 5.
    Yu. L. Frolov and M. G. Voronkov, Metalloorg. Khim., 3, No. 5, 1038–1047 (1990).Google Scholar
  6. 6.
    G. A. Gavrilova, T. N. Aksamentova, Yu. L. Frolov, et al., ibid, No. 6, 1266–1270 (1990).Google Scholar
  7. 7.
    M. G. Voronkov, É. A. Zel’bst, A. A. Kashaev, et al., Dokl. Ross. Akad. Nauk, 393, No., 4, 493–496 (2003).Google Scholar
  8. 8.
    M. G. Voronkov, N. N. Chipanina, B. A. Shainyan, et al., ibid, 394,No. 2, 203–206 (2004).Google Scholar
  9. 9.
    M. G. Voronkov, Izv. Ross. Akad. Nauk, Ser. Khim., No. 12, 2664–2681 (1991).Google Scholar
  10. 10.
    G. A. Gavrilova, T. N. Aksamentova, Yu. L. Frolov, et al., Metalloorg. Khim., 3, No. 6, 1266–1271 (1990).Google Scholar
  11. 11.
    J. I. Musher, Angew. Chem. Int. Enql., 8, 54–70 (1969).CrossRefGoogle Scholar
  12. 12.
    V. A. Pestunovich, S. A. Kirpichenko, M. G. Voronkov, The Chemistry of Organic Silicon Compounds, Wiley, New York (1998).Google Scholar
  13. 13.
    T. Woldbaek, P. Klaeboe, and D. H. Christensen, Acta Chem. Scand., A30, No. 7, 531–539 (1976).Google Scholar
  14. 14.
    B. A. Stamboliyska, Y. I. Binev, V. B. Radomirska, et al., J. Mol. Struct., 516, Nos. 2/3, 237–245 (2000).CrossRefGoogle Scholar
  15. 15.
    T. Woldbaek, P. Klaeboe, and D. H. Christensen, Acta Chem. Scand., A30, No. 7, 547–554 (1976).CrossRefGoogle Scholar
  16. 16.
    C. Fayat and A. Foucaud, Bull. Soc. Chim. France, No. 12, 4501–4510 (1970).Google Scholar
  17. 17.
    T. Matsuo, Bull. Chem. Soc. Jpn., 37, No. 12, 1844–1848 (1964).Google Scholar
  18. 18.
    M. J. Frisch, G. W. Trucks, H. B. Schlegel, et al., Gaussian-98, Gaussian, Inc., Pittsburgh PA (1998).Google Scholar

Copyright information

© Springer Science+Business Media, Inc. 2005

Authors and Affiliations

  • T. N. Aksamentova
    • 1
  • M. G. Voronkov
    • 1
  • O. M. Trofimova
    • 1
  • N. N. Chipanina
    • 1
  • Yu. I. Bolgova
    • 1
  • N. F. Chernov
    • 1
  • É. A. Zel’bst
    • 1
  • V. K. Turchaninov
    • 1
  1. 1.Favorskii Institute of Chemistry, Siberian DivisionRussian Academy of SciencesIrkutsk

Personalised recommendations