Homochiral metalated tetraphenylethylene‐based organic cages: Unusual chiral and luminescent behavior depending on thermodynamic and kinetic aggregation

Abstract Chirality and luminescence are important for both chemistry and biology, which are highly influenced by aggregation. In this work, a pair of metalated tetraphenylethylene(TPE)‐based organic cage enantiomers are reported, which feature a quadrangular prismatic cage structure. These homochiral cages exhibit concentration‐dependent chiral behaviors alongside a propensity for thermodynamic aggregation. Aggregation caused quench effect is found for these cages accompanying the increasing of the concentrations. When a poor solvent is added to produce a kinetical aggregation, the aggregation‐annihilation circular dichroism and aggregation‐induced emission behaviors are observed for these enantiomeric cages. By comparing these observations with the photophysical behaviors of a pair of structurally similar organic molecular enantiomers, the unique photophysical properties observed are intricately linked to the metal‐integrated TPE‐functionalized cage structures.