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Molecular structure and conformational preference of 2-methyl-5-nitro-5-bromo-1,3,2-dioxaborinane and its complex with pyridine

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Abstract

The molecular structure of 2-methyl-5-nitro-5-bromo-1,3,2-dioxaborinane and its complex with pyridine is determined by single crystal X-ray diffraction. The structure of the synthesized compounds in the solution is also confirmed by the NMR spectroscopy data, and the conformational preference of their molecules is confirmed by the calculations using hybrid density functional theory.

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References

  1. A. I. Gren' and V. V. Kuznetsov, Chemistry of Cyclic Esters of Boronic Acids [in Russian], Naukova Dumka, Kiev (1988).

    Google Scholar 

  2. V. V. Kuznetsov, Advances of Organic Catalysis and Heterocyclic Chemistry [in Russian], Khimiya, Moscow (2006).

    Google Scholar 

  3. K. Rossi and K. Pihlaya, Acta Chem. Scand., B39, 671 (1985).

    Article  CAS  Google Scholar 

  4. V. V. Kuznetsov, Russ. J. Org. Chem., 50, 1227 (2014).

    Article  CAS  Google Scholar 

  5. W. Kliegel, L. Preu, S. J. Rettig, and J. Trotter, Can. J. Chem., 64, 1855 (1986).

    Article  CAS  Google Scholar 

  6. H. Matsubara, T. Tanaka, Y. Takai, M. Sawada, K. Seto, H. Imazaki, and S. Takahashi, Bull. Chem. Soc. Jpn., 64, 2103 (1991).

    Article  CAS  Google Scholar 

  7. O. Yu. Valiakhmetova and V. V. Kuznetsov, Russ. J. Gen. Chem., 80, 936 (2010).

    Article  CAS  Google Scholar 

  8. O. Yu. Valiakhmetova, S. A. Bochkor, and V. V. Kuznetsov, Russ. J. Gen. Chem., 79, 1102 (2009).

    Article  CAS  Google Scholar 

  9. O. Yu. Valiakhmetova, S. A. Bochkor, and V. V. Kuznetsov, Chem. Heterocycl. Compd., 1245 (2010).

    Google Scholar 

  10. V. V. Kuznetsov, Russ. J. Org. Chem., 48, 753 (2012).

    Article  CAS  Google Scholar 

  11. O. Yu. Valiakhmetova, S. A. Bochkor, and V. V. Kuznetsov, Russ. J. Gen. Chem., 80, 737 (2010).

    Article  CAS  Google Scholar 

  12. O. Yu. Valiakhmetova, S. A. Bochkor, and V. V. Kuznetsov, Chem. Heterocycl. Compd., 1577 (2007).

    Google Scholar 

  13. G. M. Sheldrick, Acta Crystallogr., A64, 112 (2008).

    Article  Google Scholar 

  14. D. N. Laikov and Yu. A. Ustynyuk, Russ. Chem. Bull., 820 (2005).

    Google Scholar 

  15. HyperChem 8.0; http://wwwhypercom.

  16. S. Nordenson, J. Skramstad, and E. Fløtra, Acta Chem. Scand., B38, 461 (1984).

    Article  CAS  Google Scholar 

  17. J. Trotter, Tetrahedron, 8, 13 (1960).

    Article  CAS  Google Scholar 

  18. S. Rrettig and J. Trotter, Can. J. Chem., 53, 1393 (1975).

    Article  Google Scholar 

  19. M. Yalpani and R. Boese, Chem. Ber., 116, 3347 (1983).

    Article  CAS  Google Scholar 

  20. G. S. Khaibullina, S. A. Bochkor, and V. V. Kuznetsov, Russ. J. Org. Chem., 50, 725 (2014).

    Article  CAS  Google Scholar 

  21. I. V. Alabugin, J. Org. Chem., 65, 3910 (2000).

    Article  CAS  Google Scholar 

  22. I. V. Alabugin, M. Manoharan, and T. A. Zeidan, J. Am. Chem. Soc., 125, 14014 (2003).

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Ufa State Petroleum Technological University, Ufa, Russia

    G. S. Khaibullina & V. V. Kuznetsov

  2. Ufa State Aviation Technical University, Ufa, Russia

    V. V. Kuznetsov

  3. Institute of Petroleum Chemistry and Catalysis, Russian Academy of Sciences, Ufa, Russia

    E. S. Meshcheriakova, T. V. Tyumkina & L. M. Khalilov

Authors
  1. G. S. Khaibullina
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  2. V. V. Kuznetsov
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  3. E. S. Meshcheriakova
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  4. T. V. Tyumkina
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  5. L. M. Khalilov
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Corresponding author

Correspondence to V. V. Kuznetsov.

Additional information

Original Russian Text © 2015 G. S. Khaibullina, V. V. Kuznetsov, E. S. Meshcheriakova, T. V. Tyumkina, and L. M. Khalilov.

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Translated from Zhurnal Strukturnoi Khimii, Vol. 56, No. 7, pp. 1422-1427, November-December, 2015.

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Khaibullina, G.S., Kuznetsov, V.V., Meshcheriakova, E.S. et al. Molecular structure and conformational preference of 2-methyl-5-nitro-5-bromo-1,3,2-dioxaborinane and its complex with pyridine. J Struct Chem 56, 1360–1366 (2015). https://doi.org/10.1134/S0022476615070173

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  • DOI: https://doi.org/10.1134/S0022476615070173

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