Owing to the defined helicity of these chiral macrocycles, the chiral AIEgens RBT with P-configuration all displayed right-handed CPL emission with negative signals as nano-aggregates in THF-H 2 O (1/9), whereas SBT all exhibited left-handed CPL emission with positive signals (Figure , and S36-S39). The CPL sign of these chiral AIEgens were well consistent with the reported chiral TPE derivatives. The corresponding g lum values for RBTs as nano-aggregates were about -2.17 × 10 -3 for RBT-H, -1.85 × 10 -3 for RBT-Br, -1.45 × 10 -3 for RBT-OMe, and -1.13 × 10 -3 for RBT-2N, respectively (Table ). Surprisingly, the g lum for nano-aggregates of RBT-Br and SBT-Br in THF-H2O (4/6) had been greatly amplified to -6.69 × 10 -3 and 5.25 × 10 -3 (Figure ). This was probably owing to the long-range ordered arrangement of chiral AIEgens in nano-crystals. In the PMMA film, these enantiomers also emitted CPL signals with the same CPL sense and similar g lum values when compared to the nano-aggregates in THF-H2O (1/9) (Figure ). This indicated that there was no supramolecular ordered self-assembly of these CCMs in the PMMA matrix, which would lead to amplified CPL signals. And relative to that as nano-aggregates, the PL maximal in PMMA matrix also obviously blue-shifted probably owing to the congested conformation of these CCMs under constrains of PMMA chains (Figure ). In addition, the chiral POPs also displayed yellow CPL signal with consistent sense and comparable g lum as suspension in MeOH, whereas both PRBT and PSBT exhibited CPL at 540 nm with |g lum | of approximately 10 -3 (Figure ). This result agreed well the amorphous nature of these chiral POPs, which was in contrast with the amplified CPL signals in previously reported chiral crystalline COFs. CPL modulation via guest dyes. For porous organic polymers, their capability to accommodate small molecules had paved the foundation for their applications in gas capture and fluorescent sensing. Regarding the CPL property of PRBT and PSBT, the potential host-guest binding would also facilitate the modulation of their CPL performance. Herein, Rhodamine B (RB) was selected as the guest dye to construct tunable CPL materials. As shown in Figure , the absorption spectra of RB with maximal absorption at 547 nm were mostly overlapped with the PL spectra of PRBT and PSBT with maximal emission at 522nm. Concerning this spectra overlap, fluorescence resonance energy transfer (FRET) from chiral POPs as donors to RB as acceptors was possible when the guest RB was accommodated into the chiral porous skeleton.