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

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Oshovsky, Gennady V. and Verboom, Willem and Reinhoudt, David N. (2004) (Thio)Urea-functionalized cavitands as excellent receptors for organic anions in polar media. Collection of Czechoslovak Chemical Communications, 69 (5). pp. 1137-1148. ISSN 0010-0765

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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.
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Copyright:© 2004 Institute of Organic Chemistry and Biochemistry
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Science and Technology (TNW)
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Link to this item:http://purl.utwente.nl/publications/49549
Official URL:http://dx.doi.org/10.1135/cccc20041137
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Metis ID: 222147