Supramolecular Derivatives of 9,10‐Anthraquinone. Electrochemistry at Regular‐ and Low Ionic Strength and Complexing Properties

Abstract

Abstract Three newly synthesized polyanthraquinone derivatives: 7,13‐bis(9,10‐dioxo‐1‐anthryl)‐1,4,10‐trioxa‐7,13‐diazacyclopentadecane, (AQ)A 2 15C5, 7,16‐bis(9,10‐dioxo‐1‐anthryl)‐1,4,10,13‐tetraoxa‐7,16‐diazacyclooctadecane, (AQ)A 2 18C6, and tris[(9,10‐diokso‐1‐antryl)‐aminoethyl]amine, (AQNet) 3 N, were examined by cyclic and normal pulse voltammetry. All anthraquinone groups in these compounds were electroactive and formed the radicals and dianions similarly to simple anthraquinone. The differences between the voltammograms obtained in the absence and presence of supporting electrolyte are discussed, and the diffusion coefficients of the compounds and the rates of the chemical reactions following the first reduction step were evaluated. (AQNet) 3 N appears to be a good model compound for multi electron transfers in aprotic solvents. It offers two consecutive nearly reversible 3‐electron redox systems: 0/−3 and −3/−6. The interactions of the radicals and dianions of the above compounds with alkali metal cations were examined.