4.7 Article

Fluorescence Turn-on Enantioselective Recognition of both Chiral Acidic Compounds and α-Amino Acids by a Chiral Tetraphenylethylene Macrocycle Amine

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 80, Issue 16, Pages 8096-8101

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b01194

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Funding

  1. National Natural Science Foundation of China [21072067]

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New chiral tetraphenylethylene (TPE) macrocycles bearing optically pure amine groups were synthesized and found to have a discriminating ability between the two enantiomers of not only chiral acidic compounds but also alpha-amino acids by enantioselective aggregation and aggregation-induced emission (ATE) effects. NMR spectra, including 2D-NOESY, disclosed that the host-guest interaction of the macrocyde receptor played a key role in addition to the acid-base interactions.

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