1139780-29-2Relevant academic research and scientific papers
Tunability of anion binding strength based on acyl-thiourea receptors containing isatin group
Hu, Shuzhen,Guo, Yong,Xu, Jian,Shao, Shijun
experimental part, p. 1043 - 1046 (2009/06/19)
Some acyl-thiourea derivatives containing isatin group were synthesized and their interactions with anions were investigated using UV-vis spectroscopy and 1H NMR titrations in DMSO and DMSO-d6, respectively. These compounds have a same molecular framework, functionalising with different groups lead to different anion binding strength of these receptors. Receptor 1 showed a higher binding affinity for AcO- than for F-, due to the cooperative multiple hydrogen bond interactions of AcO- with the acyl-thiourea group and N-H group in the indole unit of receptor 1. Displacing the N-H proton in the indole unit with -CH3 group, receptor 2 showed no obviously discriminative responses for F-, AcO- and H2PO4- due to lack of such additional binding. In the case of receptor 3, which was functionalised with strong electron-withdrawing group, it showed selectively chromogenic response for F- based on double deprotonation of the receptor in DMSO, whereas AcO- and H2PO4- induced single deprotonation only.
