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Ionic liquids containing the urea moiety for recognition of halides and complex anions 被引量:3

Ionic liquids containing the urea moiety for recognition of halides and complex anions
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摘要 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. 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 diffrac- tion 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.
出处 《Chinese Science Bulletin》 SCIE CAS 2012年第5期473-478,共6页
基金 supported by the National Natural Science Foundation of China (20873041 and 21072061) Shanghai Leading Academic Discipline Project (B409)
关键词 阴离子识别 离子液体 卤化物 尿素 成分 X射线衍射分析 质子受体 构象变化 ionic liquids, anion recognition, anion exchange, conformation, complex anions
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  • 1Martinez-Manez R, Sancenon F. Fluorogenic and chromogenic chemosensors and reagents for anions. Chem Rev, 2003, 103: 4419- 4476.
  • 2Bondy C R, Loeb S J. Amide based receptors for anions. Coord Chem Rev, 2003, 240:77-99.
  • 3Beer P D, Gale P A. Anion recognition and sensing: The state of the art and future perspectives. Angew Chem Int Ed, 2001, 40:486-516.
  • 4Kryshtal G V, Zhdankina G M, Zlotin S G. Recoverable phase- transfer catalysts with fluorinated anions: Generation and reactions of dichlorocarbene and CC13 anion in the heterogeneous system KOH(s)/CHCI3/nBu4NPF6. Eur J Org Chem, 2008, 73:1777-1782.
  • 5Shao J, Wang Y H, Lin H, et al. A novel anion receptor employing the pyrrole and amide moieties in the cooperative binding of anions. J Incl Phenom Macrocycl Chem, 2008, 62:377-381.
  • 6Bao X P, Yuan J H, Zhou Y H. Selective colorimetric sensing for F- by a cleft-shaped anion receptor containing amide and hydroxyl as recognition units. Sensors Actuators B, 2009, 140:467-472.
  • 7Nielsen K A, Cho W S, Jeppesen J O, et al. Tetra-TTF calix[4] pyr-role: A rationally designed receptor for electron-deficient neutral guests. J Am Chem Soc, 2004, 126:16296-16297.
  • 8Sessler J L, Katayev E, Pantos G D, et al. Fine tuning the anion binding properties of 2,6-diamidopyridine dipyrromethane hybrid macrocycles. J Am Chem Soc, 2005, 127:11442-1 1446.
  • 9Schug K A, Lindner W. Noncovalent binding between guanidinium and anionic groups: Focus on biological- and synthetic-based argi- nine/guanidinium interactions with phosph[on]ate and sulflon]ate residues. Chem Rev, 2005, 105:67-113.
  • 10Yoon J, Kim S K, Singh N J, et al. Imidazolium receptors for the recognition of anions. Chem Soc Rev, 2006, 35:355-360.

同被引文献18

  • 1LI ZhiFeng1,SHI XiaoNing1,TANG HuiAn1 & ZHANG JunYan2 1College of Life Science and Chemistry,Tianshui Normal University,Tianshui 741001,China,2Lanzhou Institute of Chemical Physics,Chinese Academy of Sciences,Lanzhou 730000,China.Theoretical study of the interaction mechanism of single-electron halogen bond complexes H_3C…Br-Y(Y=H,CN,NC,CCH,C_2H_3)[J].Science China Chemistry,2010,53(1):216-225. 被引量:5
  • 2王媛媛,李伟,许成娣,戴立益.Preparation and Characterization of a Novel Benzimidazolium Bronsted Acid Ionic Liquid and Its Application in the Synthesis of Arylic Esters[J].Chinese Journal of Chemistry,2007,25(1):68-71. 被引量:6
  • 3孙晶,杜文婷,毕新,等.杯[4]芳烃(双烷氧基三联吡啶)的合成和结构[C]//全国第十六届大环化学暨第八届超分子化学讨论会论文集.江苏:扬州大学,2012:157-158.
  • 4孙晶,毕新,颜朝国.杯[4]芳烃双酰腙金属配合物的合成和结构[C]//全国第十六届大环化学暨第八届超分子化学讨论会论文集.江苏:扬州大学,2012:159.160.
  • 5孙晶,夏二燕,颜朝国.硫代杯[4]芳烃四(烷氧基三联吡啶)的合成[C]//全国第十六届大环化学暨第八届超分子化学讨论会论文集.江苏:扬州大学,2012:161.162.
  • 6王丽,吴碧玉,汪小雅,等.杯芳烃衍生物的合成及其在气液面上的分子自组装[C]//全国第十六届大环化学暨第八届超分子化学讨论会论文集.江苏:扬州大学,2012:98-99.
  • 7Yang F F, Guo H Y, Xie J W, et al. Synthesis of calixare- ne-linked discotic triphenylene[J]. Eur J Org Chen,2011 (26) :5141-5145.
  • 8白小燕,张瑛美,刘微伟,等.杯芳烃.苯并菲盘状液晶的合成[C]//全国第十六届大环化学暨第八届超分子化学讨论会论文集.江苏:扬州大学,2012:124-125.
  • 9Piepenbrock M-O M, Lloyd G O, Clarle N, et al. Metal- and anion-binding supramolecular gels [ J ]. Chem Rev, 2010,110 (4) : 1960-2004.
  • 10李宏占,陈冬玲,黄杨,等.基于杯[4]芳烃-B-CD超分子凝胶的性质研究[C]//全国第十六届大环化学暨第八届超分子化学讨论会论文集.江苏:扬州大学,2012:122-123.

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