Self-assembly of molecular capsules in polar solvents

Org Lett. 2002 May 16;4(10):1687-90. doi: 10.1021/ol0257631.

Abstract

[structure: see text] We present a novel type of molecular capsule formed by self-organization of calix[4]arenes with several oppositely charged functional groups located at their upper rims. In highly polar solvents, the complementary half-spheres form stable 1:1 complexes with association constants of up to 7 x 10(5) M(-)(1) in methanol. The cavity inside the capsules is large enough for the inclusion of small aliphatic or (hetero)aromatic guest molecules.

MeSH terms

  • Calixarenes
  • Chemical Phenomena
  • Chemistry, Physical
  • Computer Simulation
  • Indicators and Reagents
  • Macromolecular Substances*
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Monte Carlo Method
  • Solvents
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Indicators and Reagents
  • Macromolecular Substances
  • Solvents
  • Calixarenes