To gain deeper insights, we analyzed the correlation between the oxidation potential and the yield. Figure illustrates the relationship between yields and onset potential (Eox) as determined by cyclic voltammetry (CV) measurements. The results indicate that starting materials with higher Eox values tend to yield the insertion product in higher quantities. This outcome is attributed to the increased electrophilicity of the resulting radical cation species owing to the higher Eox, thereby enhancing its reactivity with EDA. This finding aligns with our initial observation that a weakly-coordinating electrolyte is favorable for this reaction. Some substrates exhibited reversible redox behavior in the CV measurements, correlating with generally higher yields (Figure , red diamonds). These results suggest that radical cations with elevated electrophilicity or longer lifetimes readily react with α-H-EDA, leading to the desired product with high efficiency. The positional change in insertion was observed to be Eox-dependent, with meta-insertion products, including decarbonylated products obtained at lower Eox values and para-insertion products obtained at higher Eox values.