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Halide-Guided Oligo(aryl-triazole-amide)s Foldamers: Receptors for Multiple Halide Ions

Authors

  • Ying Wang,

    1. Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Science, Beijing 100190 (P. R. China), Fax: (+86) 10-82617315
    2. Graduate University of Chinese Academy of Sciences, Beijing 100049 (P. R. China)
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  • Dr. Junfeng Xiang,

    1. Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Science, Beijing 100190 (P. R. China), Fax: (+86) 10-82617315
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  • Prof. Hua Jiang

    Corresponding author
    1. Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Science, Beijing 100190 (P. R. China), Fax: (+86) 10-82617315
    • Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Science, Beijing 100190 (P. R. China), Fax: (+86) 10-82617315
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Abstract

We synthesized and characterized a series of oligo(phenyl-amide-triazole)s that can fold into a helical conformation guided by halide ions. Their binding models and affinities are highly dependent on the length of the foldamer, media and the inducing capability of halide ions. The short foldamer with one helical turn shows a 1:1 binding stoichiometry to all halides, while the longer foldamer with two or three helical turns in principle can form 1:2 complexes with chloride anions even bromide anions with an enhancement on binding affinities. A result of quantitative NOE calculations imply that the longer foldamer should increase its helical pitch so as to release the electrostatic repulsion between halide ions.

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