The reactions of ana-anthraquinones with nucleophiles have been studied in order to find the photochromic compounds with the lowest fatigue. The primary stage of the reaction between 9-aryloxy-1,10-anthraquinones and nucleophiles (water, alcohols, primary amines) is the reaction of nucleophilic 1,4-addition. The electron withdrawing substituents in the anthraquinone increase and the electron donor ones substantially decrease the reaction rate constant favouring the stability of photoinduced 1,10-anthraquinones. All the experimental data on the reactivity of ana-quinones are in a fairly well agreement with the results of AM1 calculations of the electronic properties of ana-quinones.