Journal
CHIRALITY
Volume 24, Issue 8, Pages 646-651Publisher
WILEY-BLACKWELL
DOI: 10.1002/chir.22059
Keywords
chiral crown ether; enantioselective recognition; alpha-aminocarboxylic acid anion; fluorescence titration
Funding
- National Natural Science Foundation of China [20872027/B0206]
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The triazine-based bisbinaphthyl crown ethers oxacalix[2]arene[2]bisbinaphthes , , and , , were synthesized. The interactions of these compounds with various a-aminocarboxylic acid anions were studied. The crown ethers were found to carry out highly enantioselective fluorescent recognition of a-aminocarboxylic acid anions. It is observed that within a certain concentration range, one enantiomer of the chiral a-aminocarboxylic acid anions can increase the fluorescence intensity of the crown ethers by fivefold to sixfold, whereas the other enantiomer scarcely enhances the fluorescence. Such unusually high enantioselective responses make these crown ethers very attractive as fluorescent sensors in determining the enantiomeric composition of a-aminocarboxylic acid anions. Chirality 24:646651, 2012. (c) 2012 Wiley Periodicals, Inc.
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