Enantiodifferentiation of chiral diols and diphenols via recognition-enabled chromatographic^(19)F NMR  

作　　者：Yilin Zeng Wenjing Bao Guangxing Gu Yanchuan Zhao 

机构地区：[1]College of Chemistry and Materials Science,Sichuan Normal University,Chengdu,610068,China [2]Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials,University of Chinese Academy of Sciences,Chinese Academy of Sciences,345 Ling-Ling Road,Shanghai,200032,China [3]Instrumental Analysis Center,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai,200032,China

出　　处：《Magnetic Resonance Letters》2024年第4期34-42,共9页磁共振快报（英文）

基　　金：supported by the National Key Research and Development Program(2021YFF0701700);the National Natural Science Foundation of China(22271305).

摘　　要：A novel and efficient method for distinguishing between chiral diols and diphenols has been established through the use of^(19)F NMR spectroscopy.Central to this system's efficacy is a chiral amine,strategically modified with a CF_(3)group.This amine reacts in-situ with 2-formylphenylboronic acid to create a chiral^(19)F-labeled probe.This probe demonstrates discriminatory capabilities by interacting with hydroxy-containing analytes to form boronic esters.These esters produce distinct^(19)F NMR signals that vary according to their stereoconfiguration,facilitating accurate chiral differentiation.The method's resolution capacity was demonstrated by successfully identifying 12 distinct chiral analytes(six pairs of enantiomers)in complex mixtures,highlighting its extensive potential in diverse chiral analysis applications.

关 键 词：^(19)F NMR Multi-component analysis Chiral discrimination Enantiocomposition 

分 类 号：TQ207[化学工程—有机化工] O657.2[理学—分析化学]