A series of novel imidazolium based ionic liquids containing the urea moiety were designed and synthesized for anion recognition. 1-Ethylurea-3-methylimidazolium acetate ([Eumim]OAc) was used as the receptor for the h...A series of novel imidazolium based ionic liquids containing the urea moiety were designed and synthesized for anion recognition. 1-Ethylurea-3-methylimidazolium acetate ([Eumim]OAc) was used as the receptor for the halides and complex anions (BF4-, PF6-, BPh4-). 1H NMR spectra showed that the urea protons and imidazolium C(2) proton of the receptor ([Eumim]OAc) moved upfield on addition of various anions. A Job plot showed that the [Eumim]OAc receptor formed a 1:1 complex with BPh4-. X-ray diffraction analysis and the molecular modeling study revealed that the conformations of [Eumim]OAc and [Eumim]BPh4 were different. The conformational change of the cation was caused by anion exchange, and may provide an alternative to current methods for recognition of anions.展开更多
Benzimidazolium-based receptors 1-3 were designed and synthesized. On the basis of fluorescence, UV-Vis, and 1H NMR spectroscopic studies, and X-ray single crystal structure analysis, it was confirmed that the recepto...Benzimidazolium-based receptors 1-3 were designed and synthesized. On the basis of fluorescence, UV-Vis, and 1H NMR spectroscopic studies, and X-ray single crystal structure analysis, it was confirmed that the receptor 1 displays strong (C-H)+···X, N-H···X hydrogen bonds and charge-charge interactions with anions. More importantly, these investigations demonstrated that the charged (C-H)+ benzimidazolium and urea moieties play a synergistic role in anion recognition.展开更多
基金supported by the National Natural Science Foundation of China (20873041 and 21072061)Shanghai Leading Academic Discipline Project (B409)
文摘A series of novel imidazolium based ionic liquids containing the urea moiety were designed and synthesized for anion recognition. 1-Ethylurea-3-methylimidazolium acetate ([Eumim]OAc) was used as the receptor for the halides and complex anions (BF4-, PF6-, BPh4-). 1H NMR spectra showed that the urea protons and imidazolium C(2) proton of the receptor ([Eumim]OAc) moved upfield on addition of various anions. A Job plot showed that the [Eumim]OAc receptor formed a 1:1 complex with BPh4-. X-ray diffraction analysis and the molecular modeling study revealed that the conformations of [Eumim]OAc and [Eumim]BPh4 were different. The conformational change of the cation was caused by anion exchange, and may provide an alternative to current methods for recognition of anions.
基金supported by the National Natural Science Foundation of China (21072061)the Shanghai Leading Academic Discipline Project (B409)
文摘Benzimidazolium-based receptors 1-3 were designed and synthesized. On the basis of fluorescence, UV-Vis, and 1H NMR spectroscopic studies, and X-ray single crystal structure analysis, it was confirmed that the receptor 1 displays strong (C-H)+···X, N-H···X hydrogen bonds and charge-charge interactions with anions. More importantly, these investigations demonstrated that the charged (C-H)+ benzimidazolium and urea moieties play a synergistic role in anion recognition.
