Organic Mixed Valence Compounds Derived from Cyclic (Alkyl)(amino)carbenes

Readily available room temperature stable organic mixed valence compounds are prepared by one-electron reduction of cyclic bis(iminium) salts [derived from cyclic (alkyl)(amino)carbenes] bridged by various spacers. These compounds show characteristic intervalence charge transfer (IV-CT) bands in the near-infrared (NIR). Cyclic voltammetry, EPR, IR, UV-vis, and X-ray studies, as well as DFT calculations, show that, depending on the nature of the spacer, these mixed valence compounds range from class III to class II.