The electrochemical behaviour of croconate dianion and dicyanomethylene-substituted croconate dianions was investigated in dimethylformamide containing tetrabutylammonium hexafluorophosphate at a Pt electrode. By cyclic voltammetry, the oxidation of these dianions involves two successive reversible monoelectronic transfers which yield the corresponding radical-anions and neutral species. By reduction of these dianions, the radical-trianions are characterized by uv-vis and esr spectroscopies but are unstable. The redox potentials are strongly dependent on the number of dicyanomethylene groups. Electrochemical kinetics parameters have been determinated. Among the different oxidation states, only the dianions and radical-anions are stable. Due to their high absorption in the uv-visible domain, spectroelectrochemical studies have been carried out to characterize the redox states. The radical-anion/dianion redox couple is sufficiently cyclable for electromodulated colour changes and may be used in electrochromic applications.