Russian Journal of Organic Chemistry

, Volume 45, Issue 10, pp 1437–1441 | Cite as

Quantum-chemical study on conformations of molecular complexes formed by 2-methyl-1,3,2-dioxaborinane with methylamine

  • O. Yu. Valiakhmetova
  • S. A. Bochkor
  • V. V. Kuznetsov


Conformations of 1: 1 molecular complexes of 2-methyl-1,3,2-dioxaborinane with methylamine were studied in terms of restricted Hartree-Fock approximation using STO-3G, 3-21G, and 6-31G(d) bass sets. The results showed possible formation of two types of complexes, one with dative N→B bond, and the other with intermolecular hydrogen bond NH … O. Their relative stability and conformations are determined by both mutual orientation of the components and basis set used.


Potential Energy Surface Molecular Complex Methylamine Boronic Acid Phenylboronic Acid 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    Tsvetkov, V.G., Alyasov, V.N., Balakshina, N.V., Maslenikov, V.P., and Aleksandrov, Yu.A., Zh. Obshch. Khim., 1981, vol. 51, p. 269.Google Scholar
  2. 2.
    Gren’, A.I. and Kuznetsov, V.V., Khimiya tsiklicheskikh efirov bornykh kislot (Chemistry of Cyclic Boron Acid Esters), Kiev: Naukova Dumka, 1988.Google Scholar
  3. 3.
    Kuznetsov, V.V., Uspekhi organicheskogo kataliza i khimii geterotsiklov (Advances in Organic Catalysis and Chemistry of Heterocycles), Moscow: Khimiya, 2006, p. 336.Google Scholar
  4. 4.
    Rossi, K. and Pihlaya, K., Acta Chem. Scand., Ser. B, 1985, vol. 39, p. 671.CrossRefGoogle Scholar
  5. 5.
    Kuznetsov, V.V., Russ. J. Gen. Chem., 2000, vol. 70, p. 66.Google Scholar
  6. 6.
    Kuznetsov, V.V., Valiakhmetova, O.Yu., and Bochkor, S.A., Khim. Geterotsikl. Soedin., 2007, p. 1860.Google Scholar
  7. 7.
    Carton, D., Pontier, A., Ponet, M., Soulie, J., and Cadiot, P., Tetrahedron Lett., 1975, vol. 16, p. 2333.CrossRefGoogle Scholar
  8. 8.
    Valiakhmetova, O.Yu., Bochkor, S.A., and Kuznetsov, V.V., Russ. J. Org. Chem., 2008, vol. 44, p. 778.CrossRefGoogle Scholar
  9. 9.
    Valiakhmetova, O.Yu., Bochkor, S.A., and Kuznetsov, V.V., Sovremennye problemy fizicheskogo i fizikomatematicheskogo obrazovaniya. Materialy V Ural’skoi regional’noi nauchno-prakticheskoi konferentsii (Current Problems in Physical and Physical and Mathematical Education. Proc. Vth Ural Regional Scientific and Practical Conf.), Ufa: Bashkir. Gos. Ped. Univ,, 2006, p. 123.Google Scholar
  10. 10.
    Valiakhmetova, O.Yu., Bochkor, S.A., and Kuznetsov, V.V., Abstracts of Papers, XIII Vserossiiskaya konferentsiya “Struktura i dinamika molekulyarnykh sistem” (XIIIth All-Russian Conf. “Structure and Dynamics of Molecular Systems”), Ufa, 2006, p. 163.Google Scholar
  11. 11.
    Valiakhmetova, O.Yu., Bochkor, S.A., and Kuznetsov, V.V., Fund. Issled., 2006, vol. 4, p. 81.Google Scholar
  12. 12.
    Kua, J. and Gyselbrecht, C.R., J. Phys. Chem. A, 2007, vol. 111, p. 4759.CrossRefGoogle Scholar
  13. 13.
    HyperChem 7.01. Trial version;
  14. 14.
    Romm, I.P., Noskov, Yu.G., and Mal’kov, A.A., Izv. Ross. Akad. Nauk, Ser. Khim., 2007, p. 1869.Google Scholar
  15. 15.
    Burgemeister, Th., Grobe-Einsler, R., Grotstollen, R., Mannschreck, A., and Wulff, G., Chem. Ber., 1981, vol. 114, p. 3403.CrossRefGoogle Scholar
  16. 16.
    Hess, H., Acta Crystallogr., 1969, vol. 25, p. 2338.CrossRefGoogle Scholar
  17. 17.
    Niedenzu, K. and Dawson, J.W., Boron-Nitrogen Compounds, Berlin: Springer, 1965.Google Scholar
  18. 18.
    Finch. A. and Lockhart, J.C., J. Chem. Soc., 1962, p. 3723.Google Scholar
  19. 19.
    Hubert, A.J., Hargitay, B., and Dale, J., J. Chem. Soc., 1961, p. 931.Google Scholar
  20. 20.
    Krasnov, K.S., Molekuly i khimicheskaya svyaz’ (Molecules and Chemical Bond), Moscow: Vysshaya Shkola, 1977, p. 266.Google Scholar
  21. 21.
    Internal Rotation in Molecules, Orville-Thomas, W.J., Ed., London: Wiley, 1974. Translated under the title Vnutrennee vrashchenie molekul, Moscow: Mir, 1975, p. 166.Google Scholar
  22. 22.
    Crasnier, F., Labarre, J.-F., and Leibovici, C., J. Mol. Struct., 1972, vol. 14, p. 405.CrossRefGoogle Scholar
  23. 23.
    Umeyama, H. and Matsuzaki, T., Chem. Pharm. Bull., 1979, vol. 27, p. 3164.Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2009

Authors and Affiliations

  • O. Yu. Valiakhmetova
    • 1
  • S. A. Bochkor
    • 1
  • V. V. Kuznetsov
    • 1
    • 2
  1. 1.Ufa State Petroleum Technological UniversityUfaBashkortostan, Russia
  2. 2.Institute of Molecule and Crystal Physics, Ufa Research CenterRussian Academy of SciencesUfaBashkortostan, Russia

Personalised recommendations