Journal of the American Chemical Society
Journal of the American Chemical Society
5 years ago

Molecular Recognition and Chirality Sensing of Epoxides in Water Using Endo-Functionalized Molecular Tubes

Molecular Recognition and Chirality Sensing of Epoxides in Water Using Endo-Functionalized Molecular Tubes
Sheng-Hua Wang, Wei-Er Liu, Wei Jiang, Li-Li Wang, Hua Ke, Zhao Chen
Chiral epoxides are important intermediates in chemistry and biology. The high-throughput screening of asymmetric epoxidation conditions requires fast determination of the absolute configurations and ee values of chiral epoxides. Herein, we report molecular recognition and chiroptical sensing of epoxides in water using endo-functionalized molecular tubes. The absolute configurations and ee values were simultaneously determined by circular dichroism spectroscopy. In addition, real-time monitoring as well as the application to real asymmetric epoxidation was demonstrated. The method is simple, environmentally friendly, and amenable to high-throughput screening.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b05021

DOI: 10.1021/jacs.7b05021

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