Here we present organic mixed-valence compounds with an innovative H-shape design, where four redox centers are bridged “vertically” via a dibenzofulvene backbone and “horizontally” via a bis-(dibenzofulvene)-thiophene bridge. These compounds are easily oxidized to stable high charged radical species which show intense intervalence charge transfer transitions in the near infrared region. Interestingly, depending on the position of the arylamine substituents on the bridge, both vertical and horizontal electron transfer …