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Halide‐Guided Oligo(aryl‐triazole‐amide)s Foldamers: Receptors for Multiple Halide Ions
Author(s) -
Wang Ying,
Xiang Junfeng,
Jiang Hua
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201001560
Subject(s) - foldamer , halide , chemistry , amide , bromide , ion , triazole , affinities , chloride , aryl , crystallography , inorganic chemistry , stereochemistry , organic chemistry , alkyl
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.