Effect of spacer geometry on oxoanion binding by bis- and tetrakis-thiourea hosts
Hosts with thiourea groups bind anions by formation of multiple hydrogen bonds. This contribution discusses how spacers linking two or four thiourea groups affect the host affinity and selectivity. While most of the bis-thioureas bind H 2PO 4 − preferentially, the extent of selectivity over chloride...
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| Published in: | Tetrahedron Vol. 64; no. 11; pp. 2530 - 2536 |
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| Main Authors: | , , |
| Format: | Journal Article |
| Language: | English |
| Published: |
Elsevier Ltd
10-03-2008
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| Online Access: | Get full text |
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| Summary: | Hosts with thiourea groups bind anions by formation of multiple hydrogen bonds. This contribution discusses how spacers linking two or four thiourea groups affect the host affinity and selectivity. While most of the bis-thioureas bind H
2PO
4
− preferentially, the extent of selectivity over chloride, acetate, and H
2AsO
4
− is determined by the size of the binding cavity. A tetrakis-thiourea is shown to exhibit a unique H
2AsO
4
− selectivity, and the discrimination of chloride is enhanced by specific solvation in dimethyl sulfoxide.
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| ISSN: | 0040-4020 1464-5416 |
| DOI: | 10.1016/j.tet.2008.01.026 |