Recently there have been several reports of small organic cathode materials in lithium and zinc batteries, where the integration of pyrazine and quinone units enabled increased capacity and voltage. Small organic cathode materials are known to possess cycling stability issues stemming from their dissolution in the electrolyte. Polymerization of the active unit is a commonly used approach to limit the dissolution of the active material in the electrolyte, which can impede active material utilization. Building on an already known oxidized diquinoxalinecatechol (ODQC) material with cycling stability issues stemming from the dissolution in the organic based electrolytes, we designed an expanded conjugated structure tetraquinoxalinecatechol (TQC). We hypothesized that the synthesis of a bigger conjugated derivative (TQC) could increase the intermolecular interactions between molecules, thus mitigating the dissolution in the electrolyte. The hypothesis has been confirmed in lithium battery configuration, where TQC exhibited one of Content not peer-reviewed by ChemRxiv. License: CC BY 4.0 the best cycling stabilities of reported small organic cathode materials. On the other hand, the results in the configuration of zinc battery show an opposite trend, with TQC demonstrating faster capacity fading than its smaller ODQC analog.