To gain deeper insight into the mechanism, cyclic voltammetry (CV) experiments were conducted. The Ni-i Pr-PyBOX complex exhibited a redox couple at -1.23 V vs. Fc/Fc⁺, corresponding to the [Ni II ]/[Ni I ] transition, followed by an irreversible cathodic peak at -1.78 V vs. Fc/Fc⁺, which can be attributed to the [Ni I ]/[Ni 0 ] transition (Scheme 5C). Dichloromethane itself displayed no significant cathodic peaks until analyzed under reaction conditions (10% v/v). In this setting, the solvent wall shifted with an onset potential of -2.48 V vs. Fc/Fc⁺, likely corresponding to the direct reduction of CH₂Cl₂. Under steady-state reaction conditions, the flow cell's potential was measured at 1.02 V, with iron oxidation occurring at -1.07 V vs. Fc/Fc⁺. This implies a cathodic potential of approximately -2.09 V vs. Fc/Fc⁺ (grey area, Scheme 5C). Taken together, these observations support a nickelmediated activation of dichloromethane as the primary pathway for cyclopropanation. When analyzing the CV of diphenyldichloromethane, an irreversible cathodic peak appeared at -2.34 V vs. Fc/Fc⁺, further supporting the hypothesis that the corresponding homocoupling product is formed predominantly through nickel-mediated activation.