Unlocking intrinsically chiral bipyrenyl-based aggregation-induced emission luminogens: circularly polarized luminescence and dynamic chirality amplification

Understanding chiral dynamic mechanisms (from chirality generation and transfer, and amplification) is crucial for circularly polarized luminescent (CPL) materials. Herein, intrinsically chiral bipyrenyl-based enantiomers, <i>R-</i>5 and <i>S-</i>5, were first synthesized as model compounds to gain a deeper insight into their chiroptical properties and chirality amplification mechanisms. These enantiomers not only exhibit typical aggregation-induced emission (AIE) with a high solid-state fluorescence efficiency up to 0.66, but also display significant chirality amplification upon aggregation, with amplified |<i>g</i> _CD| from 4.73 × 10^-5 (10^-7 M) to 7.34 × 10^-3 (10^-3 M), and |<i>g</i> _lum| values up to 4.68 × 10^-4 in the solid state. Morphological and CP-fs-TA studies reveal that the amplified chiroptical properties stem from helical self-assembly and prolonged excited-state chiral conformational reorganization in aggregates. This work establishes a design strategy for high-performance CPL materials by integrating intrinsic chirality, AIE properties, and dynamic chirality amplification mechanisms.