Upon two-electron oxidation of the title electron donor 1a, the elongated central C₉-C₁₀ bond was cleaved to give the biphenyl-2,2'-diyl bis(9-xanthenylium) dye 2a²⁺, which regenerated the colorless dispiro compound 1a by two-electron reduction. Presence of isosbestic points in the UV-Vis spectra during the electrochemical oxidation of 1a to 2a²⁺ indicates the negligible steady-state concentration of the intermediary cation radical. Interconversion between optically resolved 1a and 2a²⁺ is accompanied by drastic changes in CD spectra again with several isosbestic points, and racemization of (P),(M)-1a and (S),( R)-2a²⁺ does not occur at ambient conditions. This redox pair represents a new motif for the multi-output response system, where the electrochemical input is transduced into two independent spectral outputs.