Chiral Discrimination of Nitrile Compounds Using a 19 F-Labeled Palladium Probe.

This study presents a 19 F-labeled cyclopalladium probe for the rapid discrimination of chiral nitriles in pharmaceuticals, natural products, and agrochemicals. The probe binds reversibly to chiral nitriles, generating distinct 19 F nuclear magnetic resonance signals for each enantiomer and enabling quick determination of enantiocomposition. The method allows for simultaneous detection of seven pairs of enantiomeric nitriles and application in assessing the enantiomeric excess of an asymmetric C-H cyanation reaction.