Redox-active anthraquinone based polymers are synthesized by the introduction of a polymerizable vinyl and ethynyl group, respectively, resulting in redox-active monomers, which electrochemical behaviors are tailored by the modification of the keto groups to N-cyanoimine moieties. These monomers can be polymerized by free radical polymerization and Rh-catalyzed polymerization methods, respectively. The resulting polymers are obtained in molar masses (M n ) of 4,400 to 16,800 g mol 21 as well as high yields of up to 97%.The monomers and polymers are furthermore electrochemically characterized by cyclic voltammetry. The monomers exhibit two one-electron redox reactions at about 20.6 and 21.0 V versus Fc 1 /Fc. The N-cyanoimine units are, however, partially hydrolyzed during the polymerization step or during the electrochemical measurements and degenerate to carbonyl groups, resulting in a new reduction signal at 21.26 V versus Fc