Synthesis, cyclic voltammetry, and photophysical properties of a bridged o-phenylenediamine-C(60) dyad

The synthesis, complete spectroscopic characterization, cyclic voltammetry, and photophysical measurements of a new o-phenylenediamine-C(60) dyad are described. By using a tether strategy, only a single regioisomer was obtained. Cyclic voltammetry measurements indicate that the two electroactive groups do not interact in their singlet ground states. Photophysical investigations reveal a rapid photoinduced electron transfer between the singlet excited state of the fullerene acceptor and the o-phenylenediamine donor, yielding a charge-separated radical pair.