Subsequent Yamamoto coupling of bromide-substituted RBT and SBT successfully yields a pair of chiral macrocyclic POPs, whereas hierarchical porous skeleton with high surface area around 1000 cm 3 g -1 is recorded. These chiral macrocyclic small compounds and POPs all displayed intense emission as aggregates and solids, and exhibited mirror-imaged circularly polarized luminescence (CPL) with asymmetric factor (g lum ) on the level of 10 -3 . Owing to the host-guest interaction between chiral POPs with guest dyes, the CPL emission colors of chiral POPs are further modulated via chirality transfer and energy transfer between chiral POPs and Rhodamines (RB). In addition, these highly luminescent chiral POPs can also detect picric acid via emission quenching, and enantio-selective fluorescence sensing toward chiral nitro-aromatics is also realized.