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Host-guest complexes of nitro-substituted N-alkylbenzoaza-18-crowns-6

  • S. N. Dmitrieva
  • M. V. Churakova
  • N. A. Kurchavov
  • A. I. Vedernikov
  • A. Ya. Freidzon
  • S. S. Basok
  • A. A. Bagatur’yants
  • S. P. Gromov
Article

Abstract

A number of N-alkyl(nitrobenzo)aza-18-crowns-6 in which the nitrogen atom in the macroring is conjugated with the benzene ring were synthesized, and their complexing power was compared with that of model nitro derivatives of benzo-18-crown-6 and N-phenylaza-18-crown-6 using 1H NMR spectroscopy and DFT/PBE quantum-chemical calculations. The stability constants of the complexes formed by crown ethers with NH4/+, EtNH3/+, Li+, Na+, and K+ in CD3CN were determined by 1H NMR titration. The complexing power of N-alkyl(nitrobenzo)aza-18-crowns-6 toward metal and ammonium cation was considerably higher than that of N-(4-nitrophenyl)aza-18-crown-6 and N-alkyl(nitrobenzo)aza-15-crown-5 and was comparable or higher than that of nitrobenzo-18-crown-6.

Keywords

Crown Ether NOESY Spectrum Yellow Oily Substance Benzocrown Ether Free Crown Ether 
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.

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Copyright information

© Pleiades Publishing, Ltd. 2011

Authors and Affiliations

  • S. N. Dmitrieva
    • 1
  • M. V. Churakova
    • 1
  • N. A. Kurchavov
    • 1
  • A. I. Vedernikov
    • 1
  • A. Ya. Freidzon
    • 1
  • S. S. Basok
    • 2
  • A. A. Bagatur’yants
    • 1
  • S. P. Gromov
    • 1
  1. 1.Photochemistry CenterRussian Academy of SciencesMoscowRussia
  2. 2.Bogatskii Physicochemical InstituteNational Academy of Sciences of UkraineOdessaUkraine

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