Russian Journal of Organic Chemistry

, Volume 44, Issue 11, pp 1665–1670

Synthesis and molecular structure of bis(benzo)aza-14-crown-4 ethers with 7-azabicyclo[3.3.1]nonane and homologous fragments

  • A. N. Levov
  • A. I. Komarov
  • A. T. Soldatenkov
  • G. V. Avramenko
  • S. A. Soldatova
  • V. N. Khrustalev
Article

DOI: 10.1134/S1070428008110183

Cite this article as:
Levov, A.N., Komarov, A.I., Soldatenkov, A.T. et al. Russ J Org Chem (2008) 44: 1665. doi:10.1134/S1070428008110183

Abstract

By condensation of cycloalkanes with 2-{2-[2-(2-formylphenoxy)ethoxy]ethoxy}benzaldehyde and ammonium acetate by Petrenko-Kritchenko method first representatives of new heterocyclic systems, bis(benzo)-aza-14-crown-4 ethers containing a 7-aza-bicyclo[3.3.1]nonane or its homologous fragment, were obtained in 6–15% yield. With growing cycle of the initial cycloketone the yield of the azacrownophane considerably grew. By means of XRD analysis the molecular structure was established of four synthesized macrocycles, the relative configuration of asymmetrical atoms was determined, and the size of the internal cavities of the azacrown part was estimated.

Copyright information

© MAIK Nauka 2008

Authors and Affiliations

  • A. N. Levov
    • 1
  • A. I. Komarov
    • 2
  • A. T. Soldatenkov
    • 1
  • G. V. Avramenko
    • 2
  • S. A. Soldatova
    • 1
  • V. N. Khrustalev
    • 3
  1. 1.Russian University of Peoples’ FriendshipMoscowRussia
  2. 2.Mendeleev Russian University of Chemical ProcessingMoscowRussia
  3. 3.Nesmeyanov Institute of Organoelemental CompoundsRussian Academy of SciencesMoscowRussia