A chiral 1,1-bi-2-naphthol-derived calix[4]arene (1) was synthesized via a click reaction. Fluorescence spectra and dynamic light-scattering revealed that Cu(II)-1 complexes were generated in situ and exhibited remarkable enantioselectivity toward mandelic acid. Using this dynamic light-scattering technique, the detection sensitivity was improved almost 100-fold, with a detection limit of 2.0 × 10(-7) M, compared with fluorescent methods.