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Preorganized Aryltriazole Foldamers as Effective Transmembrane Transporters for Chloride Anion

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卷 16, 期 15, 页码 4008-4011

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AMER CHEMICAL SOC
DOI: 10.1021/ol501772v

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Preorganized aryltriazole foldamers 1 and 2 were designed and synthesized. NMR studies and X-ray analysis demonstrate that 1 adopts a crescent conformation driven by a series of continuous hydrogen bonds at the periphery of the foldamer, whereas 2 displays a coil conformation. NMR titrations reveal that the affinities of fully preorganized foldamer 1 for halogen anions are much stronger that those of partially preorganized foldamer 2. Furthermore, it is found that such full preorganization makes 1 an effective transmembrane transporter for the chloride anion across a lipid bilayer.

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