Tailoring the Performance of ¹⁹F-Labeled Probes via Dynamic Covalent Chemistry for Improved Chiral Discrimination

Abstract

This work presents a novel strategy for postmodifying probes using dynamic covalent chemistry. Leveraging reversible interactions between boronic acid and diols, we obtained a panel of 19 F-labeled probes with distinct resolving abilities. This approach enables rapid identification of probes with satisfactory performance, streamlining synthesis, and enhancing efficiency in chiral analysis. Our findings demonstrate an exceptional ability to differentiate compounds with distal chirality and challenging aliphatic amines. The postmodified probes also exhibit accuracy and reliability in determining enantiomeric excess, promising advancements in enantio-analysis techniques and chiral discrimination.