Chirality Sensing of Amines, Diamines, Amino Acids, Amino Alcohols, and α‑Hydroxy Acids with a Single Probe

A stereodynamic
probe for determination of the absolute configuration
and enantiomeric composition of chiral amines, diamines, amino alcohols,
amino acids, and α-hydroxy carboxylic acids is described. The
chirality sensing is based on spontaneous asymmetric transformation
of the first kind with stereolabile binaphtholate boron and zinc complexes.
The substrate binding and chiral amplification processes yield a distinctive
chiroptical sensor output at high wavelength that can be used for
rapid and accurate ee detection of minute sample amounts.