A two–step photochemical process was employed to synthesize new racemic [7]helicenes with appropriate functional groups, resulting in an overall yield of 61 % to 74 %. These helical species showed good solubility in common solvents and confirmed structurally through various spectroscopic methods. In solution, they exhibited strong absorption (λ_abs = 250–500 nm) and blue light emission with a fluorescence quantum yield (Φ) ranging from 7 % to 26 %. Experimental analysis of their HOMO and LUMO energy levels highlighted an irreversible electrochemical behavior and a band gap (E_g–el) of 2.60 eV to 2.64 eV. The helicenes were successfully separated by chiral HPLC, yielding P and M–enantiomers in high optical purity (>98.5 % up to >99.5 % ee) that demonstrated substantial optical rotations (e.g., +3700–5000 for the P–enantiomer at λ = 589 nm) and notable electronic circular dichroism (ECD) signals. Density functional theory (DFT) was undertaken to establish connections between diverse structure-properties relationships and precisely replicate the experimental findings. Ultimately, these helical species, with notable performance in emission, electrochemical behavior, and thermal stability, can effectively serve as blue-emitting chiral dopants in OLED devices and as hole-transport units.

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