Typical AIEgens, such as hexaphenylsilole (HPS) and tetraphenylethene (TPE), have been well studied (Scheme 1). In solution, the dynamic rotations of the phenyl rings in TPE as a relaxation channel for the excitons to dissipate. Upon aggregate formation, such motion is restricted due to the restricted intramolecular rotation (RIR) and intermolecular π-π stacking interaction derived from the highly twisted molecular conformation. By immobilization of propeller-shaped AIE molecules with various functional groups, new AIEgens will form and exhibit many different properties. This design approach also takes advantage of the emission features in the AIE-active core, providing new systems with novel physical properties and applications. Moreover, when attaching chiral moieties to the propeller-shaped structures, many new applications are reported in chiral sensors and chiroptical materials. 28-31 1,2,4,5tetraphenylbenzene (1,2,4,5-TPB) is another kind of AIEgens that also features a propeller-shaped structure (Scheme 1), which is an attractive building block for the construction of chiral molecules with novel AIE properties. In sharp contrast to linear paraphenylenes, cycloparaphenylenes (CPPs) are radial π-conjugated macrocycles that compose of para-connected benzene rings with unique properties. By bridging two CPP-based macrocycles in a central benzene, a chiral bismacrocycle molecule with AIE-active 1,2,4,5-TPB core can be formed. Although we recently synthesized a [10]CPP-based bismacrocycle, its poor solubility and large ringsize prevent us to resolve the enantiomers and study the chiral properties. The synthesis of a smaller bismacrocycle is even more attractive due to better solubility for enantiomeric resolution and excellent size-dependent properties for AIE study. So far, no such an example was reported. Herein, by immobilization of the AIE-active 1,2,4,5-TPB unit with rigid para-phenylene units, a novel inherently chiral and unexpected dual-emissive bismacrocycle was synthesized via a facile four-step synthesis. SCPP [8] can emit efficiently both in solution (cyan) and in aggregation (red). The fluorescence emission maximum of SCPP [8] in the aggregated state showed a remarkable redshift (102 nm) from that in the dilute solution. More intriguingly, multicolor cyan-white-red photoluminescence can be tuned by manipulating the aggregation, realizing near white-light emission with a CIE coordinate at about (0.33, 0.37). SCPP [8] possesses a novel scaffold of nonracemizable chiral structure with enhanced chiroptical properties due to AIE effect. The physical, (chir)optical, and inherently chiral properties were further investigated. The synthesis of small chiral bismacrocycle with a 1,2,4,5-TPB core poses a great challenge because of the increasing strain energy in a small curved molecule. Despite many attempts, our previous approach 37 using an -OTf functional group was unsuccessful for SCPP [8]. Next, we chose a 1,2,4,5-halogensubstituted benzene to react with a C-shaped synthon to produce a macrocyclic precursor, followed by reductive aromatization to generate a bisubstituted macrocycle (Scheme 2). Since the bisubstituted benzene can rotate rapidly, the enantiomers cannot be separated. Under a similar coupling reaction, the bisubstituted CPP macrocycle was further reacted with the C-shaped synthon to lock the central benzene and fix its rotation, resulting in an inherently chiral bismacrocycle with a 1,2,4,5-TPB core locked by rigid polyphenylene units.