Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 52, Pages 23817-23824Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202011566
Keywords
biomimetic recognition; chiral molecules; chirality sensing; molecular recognition; naphthotube
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Funding
- National Natural Science Foundation of China [21772083, 21822104]
- Shenzhen Science and Technology Innovation Committee [JCYJ20180504165810828]
- China Postdoctoral Science Foundation [2019M652183]
- Guangdong Provincial Key Laboratory of Catalysis [2020B121201002]
- SUSTech Presidential Postdoctoral Fellowship
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Optical chirality sensing has attracted a lot of interest due to its potential in high-throughput screening in chirality analysis. A molecular sensor is required to convert the chirality of analytes into optical signals. Although many molecular sensors have been reported, sensors with wide substrate scope remain to be developed. Herein, we report that the amide naphthotube-based chirality sensors have an unprecedented wide scope for chiroptical sensing of organic molecules. The substrates include, but are not limited to common organic products in asymmetric catalysis, chiral molecules with inert groups or remote functional groups from their chiral centers, natural products and their derivatives, and chiral drugs. The effective chirality sensing is based on biomimetic recognition in water and on effective chirality transfer through guest-induced formation of a chiral conformation of the sensors. Furthermore, the sensors can be used in real-time monitoring on reaction kinetics in water and in determining absolute configurations andeevalues of the products in asymmetric catalysis.
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