Acid/Base‐Mediated Uptake and Release of Halide Anions with a Preorganized Aryl‐Triazole Foldamer |
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Authors: | Wei Zhao Dr Ying Wang Dr Jie Shang Prof Yanke Che Prof Hua Jiang |
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Institution: | 1. CAS Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (P. R. China);2. University of Chinese Academy of Sciences, Beijing 100049 (P. R. China);3. Key Laboratory of Radiopharmaceuticals, Ministry of Education College of Chemistry, Beijing Normal University, Beijing 100190 (P. R. China) |
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Abstract: | A new approach for the construction of artificial receptors capable of selectively uptake and release of halides to mimic the biological halide ions pumps is developed, in which the preorganized aryl‐triazole foldamer was designed to bear a resorcinolic group in the central strand as a switch regulator. By using 1,8‐diazabicyclo5.4.0]undec‐7‐ene/picric acid as the trigger, the foldamer can be switched between “w”‐shape and helical conformation. Due to the large, half‐open cavity as well as the additional electrostatic repulsion between oxyanions and guest halide, the foldamer in “w”‐shape possesses a much weaker affinity for chloride, bromide, and iodide anions than those in the helical conformation in 6:94 (v/v) D6]DMSO/CDCl3. When the foldamer and chloride ions have the same initial concentrations of 1 mM , 70 % chloride ions in the solution could be reversibly bound or released upon switching. |
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Keywords: | acid/base‐mediation anion regulation foldamers resorcinolic groups switches |
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