Bio‐derived redox‐active motifs are highly promising for next‐generation energy storage applications owing to their inherent electrochemical functionality and sustainable sourcing from natural resources. To achieve superior electrochemical performance, a critical prerequisite is suppressing dissolution in electrolytes. Herein, we report a molecular design strategy that couples bio‐derived carbonyl pyridinium derivatives with anthraquinone (AQ) to construct three novel organic electrode materials. This molecular expansion approach enables multiple reversible redox processes while effectively inhibiting material dissolution, resulting in significantly improved battery performance with anion and cation co‐insertion mechanism. Systematic investigation of the carbonyl pyridinium components reveals that anthraquinone‐azafluorenone (AQ‐AF), with a more planar carbonyl pyridinium unit, exhibits the most favorable physicochemical properties among the series, including the lowest unoccupied molecular orbital (LUMO) energy level, narrowest optical bandgap, and minimal solubility. When paired with Li anode, AQ‐AF delivers the highest specific capacity (259 mAh g −1 at 0.05 A g −1 ) and optimal cycling stability (73% retention after 400 cycles at 0.1 A g −1 ). This work presents an innovative molecular engineering approach for diversifying bio‐derived carbonylpyridinium systems, facilitating controlled multi‐electron transfer processes to advance high‐performance energy storage technologies.
Li et al. (Mon,) studied this question.