A novel multifunctional aminophenylboronic acid connected to a diphenylketone gives both circular dichroism and fluorescence signals by in situ generation of a BODIPY-like chromophore in the presence of aminoalcohols. DFT calculations were used to understand the role of each functional group in the mechanism. This new sensor can distinguish different aminoalcohols and quantitatively indicate the concentration of the substrate, allowing for the convenient determination of the ee of racemic mixtures with a single probe. ©
Bibliographical noteFunding Information:
This work was supported by the grant from the National Creative Research Initiative programs of the National Research Foundation of Korea (NRF) funded by the Korean government (MSIP) (No. 2012R1A3A2048814) and by the grant from NRF funded by MSIP (No. NRF-2017R1A2B2009672). We thank the Institute for Basic Science in Korea for financial support (IBS-R10-A1). Haofei Huang acknowledges the National Natural Science Foundation of China (21306107) and Natural Science Foundation of Shandong Province, China (ZR2019MB038).
Copyright © 2020 American Chemical Society.