4.6 Article

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

期刊

CHEMISTRY-A EUROPEAN JOURNAL
卷 17, 期 2, 页码 613-619

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201001560

关键词

amides; binding stoichiometry; foldamers; halide ions; triazoles

资金

  1. Chinese Academy of Sciences
  2. National Natural Sciences Foundation of China [20772127, 20972164]
  3. National Basic Research 973 Program of China [2009CB930802]

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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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