(Thio)Urea-functionalized cavitands as excellent receptors for organic anions in polar media

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Abstract

Ureidocavitand 1 and thioureidocavitand 2 bind in CH3CN organic anions such as acetate, propionate, butyrate, etc. with K values of 2-8 × 105 l mol-1 and 2-9 × 106 l mol-1, respectively, as was determined with isothermal microcalorimetry (ITC). Bringing together four (thio)urea binding sites on a molecular platform gives rise to about 2000 times higher binding constants, compared with those of the corresponding single binding sites. Glucose- and galactose-containing thioureidocavitands 5 and 6 bind acetate in 1:1 CH3CN/water with a K-value of 2.15 × 103 l mol-1.
Original languageUndefined
Pages (from-to)1137-1148
Number of pages12
JournalCollection of Czechoslovak chemical communications
Volume69
Issue number5
DOIs
Publication statusPublished - 2004

Keywords

  • METIS-222147
  • IR-49549

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