Diagonally π‑Extended Perylene-Based Bis(heteroacene) for Chiroptical Activity and Integrating Luminescence with Carrier-Transporting Capability

We report the synthesis and characterization of a novel bis(heteroacene), in which four benzothiophene units diagonally fused to a twisted perylene and spatially arranged in a double helical-like structure. The described compound yielded chiroptically active atropisomers with a perfect CD response and furthermore circularly polarized luminescence with a glum of ∼1.09 × 10–3. The racemate showed strong photoluminescence both in solution (Φf = 68%) and at the solid state (Φf = 57%) and, meanwhile, possessed the charge-carrier transport property with a hole mobility (μh) up to 0.02 cm2 V–1 s–1 by the thin-film based OFET measurements. The integrated optoelectronic features are primarily associated with the specifically finetuned perylene-based π-extended structure.