In this study, optically active compounds were synthesized by stacking diarylacetylenes with two benzene rings and an ethynylene (tolane derivatives) using planar chiral [2.2]paracyclophanes. The compounds with carboxy groups formed one-dimensional zig-zag structures through hydrogen bonds in the crystals, with three hydrogen-bonded chains bundled to construct a one-handed triple helix. All compounds prepared in this study exhibited circularly polarized luminescence properties with good anisotropy factors.