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Halogen Bonding between Anions and Iodoperfluoroorganics: Solution-Phase Thermodynamics and Multidentate-Receptor Design

  作者 SARWAR MOHAMMED G; DRAGISIC BOJAN; DIMITRIJEVIC ELENA; TAYLOR MARK S  
  选自 期刊  Chemistry-A European Journal;  卷期  2013年19-6;  页码  2050-2058  
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[摘要]The interactions of iodoperfluoroarenes and -alkanes with anions in organic solvent were studied. The data indicates that favorable halogen-bonding interactions exist between halide anions and the monodentate model compounds C6F5I and C8F17I. These data served as a basis for the development of preorganized multidentate receptors capable of high-affinity anion recognition. Several new receptor architectures were prepared, and the multidentate-iodoperfluorobenzoate-ester design, as described in a preliminary communication, was evaluated in more detail. Computation was employed to better interpret the structureactivity relationships arising from these studies. Investigations of the thermodynamics of anion binding (by van'tHoff analysis) and solvent effects reveal details of these halogen bonding interactions.

 
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