NMR-Based Chiral Discrimination of Bulky Amines with a <sup>19</sup>F-Tagged NNO Pincer Complex
Wenjing Bao, Hongshuang Wang, Lixian Wen, Jian Wu, Yu‐Cheng Gu, Xiaohui Wang, Yanchuan Zhao
Abstract
Within pharmaceutical research, ensuring the enantiomeric purity of chiral compounds is critical. Specifically, chiral amines are a crucial category of compounds, due to their extensive therapeutic uses. However, the enantiomeric analysis of these compounds, particularly those with significant steric hindrance, remains a challenge. To address this issue, our research introduces a novel chiral 19 F-tagged NNO palladium pincer probe, strategically engineered with an open binding site to accommodate bulky amines. This probe facilitates the enantiodifferentiation of such amines, as evidenced by the distinct 19 F NMR signals generated by the enantiomers. Moreover, our findings highlight the probe’s applicability in the chiral discrimination of various psychoactive substances, underscoring its potential for the identification of illegal stimulant use and contributing to forensic investigations.