Mechanistic Study on a BINOL–Coumarin-Based Probe for Enantioselective Fluorescent Recognition of Amino Acids

A detailed investigation
was conducted on the reaction of a 1,1′-bi-2-naphthol–coumarin-based
fluorescent probe with amino acids. On the basis of the studies, including
fluorescence spectroscopy, 1H NMR, UV–vis, mass
spectroscopy, single-crystal X-ray analysis, and molecular modeling,
it was found that the distinctively different fluorescent responses
of the probe toward the amino acid at the two excitation wavelengths
are due to two different reaction pathways that generate different
intermediates and products.