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Bis-resorcin[4]arene Selectively Forms Hexameric Capsules in Apolar Solvents: Evidence from Diffusion NMR.

Inbar HorinTal AdiriYossi ZafraniYoram Cohen
Published in: Organic letters (2018)
Bis-resorcin[4]arene 2 connected by its lower rims was synthesized via click chemistry and found, by diffusion NMR, to self-assemble quantitatively, despite the different alternatives, into hexameric capsules reminiscent of the well-characterized hexameric capsule of resorcin[4]arene 1. The hexameric capsules of the flexible bis-resorcin[4]arene 2 prevail in apolar organic solvents and can, as expected, encapsulate quite well ammonium salts, demonstrating that spontaneous self-assembly into hexameric capsules is a general characteristic of such systems.
Keyphrases
  • ionic liquid
  • water soluble
  • magnetic resonance
  • solid state
  • high resolution
  • mass spectrometry
  • drug discovery