1,3-Diindolylureas and 1,3-Diindolythioureas: Anion Complexation studies in Solution and the Solid State

被引:154
作者
Caltagirone, Claudia [1 ]
Hiscock, Jennifer R. [1 ]
Hursthouse, Michael B. [1 ]
Light, Mark E. [1 ]
Gale, Philip A. [1 ]
机构
[1] Univ Southampton, Sch Chem, Southampton SO17 1BJ, Hants, England
关键词
anions; indoles; phosphate; structure elucidation; ureas;
D O I
10.1002/chem.200801639
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
1,3-Diindolylureas and thioureas have been synthesised and their anion complexation properties in solution studied. Whilst diindolylthioureas showed only moderate afinities and selectivities, diindolyureas show remarkably high affinity for dihydrogen phosphate in solution for an acyclic, neural receptor in water/[D-6]DMSO mixtures. These easy-to-make compounds adopt relatively planar conformations in the solid-state and are able to donate four hydrogen bonds and yet not fill the coordination sphere of carbonate or phosphate, allowing two or three receptors to bind to each anion in the solid-state.
引用
收藏
页码:10236 / 10243
页数:8
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