An unexpected dual-emissive luminogen with tunable aggregation-induced emission and enhanced chiroptical property

Organic materials with both aggregation induced emission (AIE) and aggregation-caused quenching (ACQ) effects that can emit with multiple wavelengths in the solution and aggregated state are rarely reported. Here, the authors report a chiral dual-emissive bismacrocycle which shows the unique ACQ and AIE effects inducing redshift emission with near white-light emission. In the literature, organic materials with both aggregation-induced emission (AIE) and aggregation-caused quenching (ACQ) effects that can emit with multiple bands both in the solution and aggregated state are rarely reported. Herein we report a novel chiral dual-emissive bismacrocycle with tunable aggregation-induced emission colors. A facile four-step synthesis strategy is developed to construct this rigid bismacrocycle, (1,4)[8]cycloparaphenylenophane (SCPP[8]), which possesses a 1,2,4,5-tetraphenylbenzene core locked by two intersecting polyphenylene-based macrocycles. The luminescent behavior of SCPP[8] shows the unique characteristics of both ACQ effect and AIE effect, inducing remarkable redshift emission with near white-light emission. SCPP[8] is configurationally stable and possesses a novel shape-persistent bismacrocycle scaffold with a high strain energy. In addition, SCPP[8] displays enhanced circularly polarized luminescence properties due to AIE effect.