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Tuning the Halide Affinity of Quinoline‐Based Anion Receptors
Author(s) -
Sun ZhanHu,
Albrecht Markus,
Fröhlich Roland
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201201715
Subject(s) - chemistry , quinoline , thio , amide , halide , urea , selectivity , ion , medicinal chemistry , combinatorial chemistry , inorganic chemistry , organic chemistry , catalysis
The binding behaviour of (thio)urea‐ and amide‐functionalized quinoline‐based anion receptors towards halide anions was investigated in detail in CDCl 3 and [D 6 ]DMSO solutions by using 1 H and 19 F NMR spectroscopic methods. The electronic, solvent, and fluoro‐substitution effects were studied. The (thio)urea‐ and amide‐functionalized quinoline‐based anion receptors showed medium to strong anion affinity and good selectivity in solution. Single crystals of key compounds were obtained and studied by X‐ray diffraction spectroscopy.