Various benzene and heterocyclic structures could be connected to both 3,3′‐positions of H 8 ‐BINOL by Suzuki coupling reactions. The dihedral Angle of H 8 ‐BINOL was reduced by the electron‐withdrawing groups on the benzene ring, and the dihedral angle was smaller with stronger electron‐absorbing ability. Dicyanovinylenes end‐capped H 8 ‐BINOL derivatives R1 have good aggregation‐induced emission (AIE) properties and bright yellow fluorescence. The single crystal diffraction pattern manifested that R1 molecules exhibited curved ends and could self‐assemble into boat‐like structures with much smaller dihedral angle of 73.23°. It was attributed to the formation of molecular torsion due to the electron‐withdrawing properties of –CN. The morphology characterization of R1 could self‐assemble into nanospheres in ethanol solution. The results of fluorescence properties of R1 were shown as follows: 1. In DMSO/H 2 O system with different proportions, R1 had AIE effect, which was attributed to the electron‐withdrawing effect of propyl dicyanide. The fluorescence is strongest when the water content is 70%. 2. R1 had obvious fluorescence quenching for esomeprazole magnesium and exhibited a low detection limit (LOD = 1.23 × 10 −9 M), which indicated that the novel fluorescent probe had a good guiding effect on the recognition of chiral drug.
Li et al. (Sun,) studied this question.