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Alkylated 1,4-diazabicyclo[2.2.2]octanes: self-association, catalytic properties, and biological activity

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Abstract

Aggregation of 1-hexadecyl-4-aza-1-azoniabicyclo[2.2.2]octane bromide in the presence of diethyl 4-nitrophenyl phosphate was studied using 1H NMR spectroscopy. The quantitative characteristics of the aggregation were determined. The data obtained were used to explain the catalytic effect of micelles on the hydrolysis of the phosphate. It was found that the aggregation properties and biological activity of alkylated mono- and dicationic 1,4-diazabicyclo-[2.2.2]octanes are correlated.

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Authors and Affiliations

  1. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center of the Russian Academy of Sciences, 8 ul. Akad. Arbuzova, 420088, Kazan, Russian Federation

    E. P. Zhiltsova, T. N. Pashirova, R. R. Kashapov, S. S. Lukashenko, A. D. Voloshina, N. V. Kulik, V. V. Zobov, L. Ya. Zakharova & A. I. Konovalov

  2. Kazan State Technological University, 68 ul. K. Marksa, 420015, Kazan, Russian Federation

    N. K. Gaisin

  3. E. K. Zavoisky Kazan Institute of Physical Engineering, Kazan Research Center of the Russian Academy of Sciences, 10/7 ul. Sibirskii trakt, 420029, Kazan, Russian Federation

    O. I. Gnezdilov

Authors
  1. E. P. Zhiltsova
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  2. T. N. Pashirova
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  3. R. R. Kashapov
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  4. N. K. Gaisin
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  5. O. I. Gnezdilov
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  6. S. S. Lukashenko
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  7. A. D. Voloshina
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  8. N. V. Kulik
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  9. V. V. Zobov
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  10. L. Ya. Zakharova
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  11. A. I. Konovalov
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Corresponding author

Correspondence to L. Ya. Zakharova.

Additional information

Dedicated to Academician of the Russian Academy of Sciences V. N. Charushin on the occasion of his 60th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 110—118, January, 2012.

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Zhiltsova, E.P., Pashirova, T.N., Kashapov, R.R. et al. Alkylated 1,4-diazabicyclo[2.2.2]octanes: self-association, catalytic properties, and biological activity. Russ Chem Bull 61, 113–120 (2012). https://doi.org/10.1007/s11172-012-0016-7

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  • DOI: https://doi.org/10.1007/s11172-012-0016-7

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