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 (Φ f = 68%) and at the solid state (Φ f = 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.