Abstract <p>4-((5,7-Dimethyl-1,3-diazaadamantan-6-yl)amino)-2,3,5,6-tetrafluorobenzonitrile, 5,7-dimethyl-<i>N</i>-(2,3,5,6-tetrafluoro-4-nitrophenyl)-1,3-diazaadamantane-6-amine, 4-((1,3,5-triaza-adamantan-7-yl)amino)-2,3,5,6-tetrafluorobenzonitrile, and <i>N</i>-(2,3,5,6-tetrafluoro-4-nitrophenyl)-1,3,5-triaza-adamantane-7-amine are prepared by the interaction of 5,7-dimethyl-1,3-diazaadamantane-6-amine or 1,3,5-triazaadamantane-7-amine with the corresponding polyfluorinated aromatic compound (perfluorobenzonitrile or perfluoronitrobenzene). All the compounds are structurally characterized by NMR and IR spectroscopy, high-resolution mass spectrometry, and XRD. The structures of triazaadamantane derivatives, in contrast to substituted diazaadamantanes, contain multiple short F⋯F contacts.</p>

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Synthesis, Molecular and Crystal Structures of Polyfluoroaryl-Substituted Aminodiaza- and Aminotriazadamantanes

  • E. N. Kudryavtseva,
  • A. V. Medved′ko,
  • A. D. Arutyunyan,
  • K. A. Gevorkyan,
  • M. V. Galstyan,
  • S. P. Gasparyan,
  • S. Z. Vatsadze,
  • G. V. Romanenko,
  • A. A. Korlyukov,
  • E. V. Tretyakov

摘要

Abstract

4-((5,7-Dimethyl-1,3-diazaadamantan-6-yl)amino)-2,3,5,6-tetrafluorobenzonitrile, 5,7-dimethyl-N-(2,3,5,6-tetrafluoro-4-nitrophenyl)-1,3-diazaadamantane-6-amine, 4-((1,3,5-triaza-adamantan-7-yl)amino)-2,3,5,6-tetrafluorobenzonitrile, and N-(2,3,5,6-tetrafluoro-4-nitrophenyl)-1,3,5-triaza-adamantane-7-amine are prepared by the interaction of 5,7-dimethyl-1,3-diazaadamantane-6-amine or 1,3,5-triazaadamantane-7-amine with the corresponding polyfluorinated aromatic compound (perfluorobenzonitrile or perfluoronitrobenzene). All the compounds are structurally characterized by NMR and IR spectroscopy, high-resolution mass spectrometry, and XRD. The structures of triazaadamantane derivatives, in contrast to substituted diazaadamantanes, contain multiple short F⋯F contacts.