Chiroptical Asymmetric Reaction Screening via Multicomponent Self-Assembly

Self-assembly
of a stereo­dynamic phosphine ligand, Pd­(II),
and a chiral amine, amino alcohol, or amino acid generates characteristic
UV and CD signals that can be used for quantitative stereo­chemical
analysis of the bound substrate. A robust mix-and-measure chiroptical
sensing protocol has been developed and used to determine the absolute
configuration, ee, and yield of an amine produced by Ir-catalyzed
asymmetric hydrogenation of an iminium salt. The analysis requires
only 1 mg of the crude reaction mixture and minimizes cost, labor,
time, and waste.