The underestimated role of counter ions in electrostatic self-assembly: [1+1]cavitand-calix[4]arene capsules based on azinium-sulfonate interactions

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The apparent Ka values of the formation of [1+1] cavitand-calix[4]arene capsules, based on azinium-sulfonate electrostatic interactions, obtained by direct titration experiments are concentration dependent due to the influence of the interaction of the charged capsule components with their initial counterions. 1H NMR and UV dilution experiments, in which this ion-pairing is excluded, gave Ka-values larger than 2·106 M-1 in methanol and methanol/water (1:1) for the capsule formation. The capsule encapsulates small guests like methanol, ethanol, etc., as proven by ESI-MS
Original languageUndefined
Pages (from-to)2810-2816
Number of pages7
JournalEuropean journal of organic chemistry
Issue number12
Publication statusPublished - 2006


  • METIS-232161
  • IR-59259

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