Abstract
A new series of donor−acceptor fused dyads consisting of a C60 doubly tethered to a substituted TTF moiety has been synthesized. Cyclic voltammetry of the new fullerene derivatives in solution shows a modulation in the difference between the first reduction potential of the fullerene moiety and the first oxidation potential of the TTF moiety with the substituents of the TTF addend. Along with the neutral bichromophoric compounds, we also report the generation and characterization by EPR and absorption spectroscopies of the corresponding persistent open-shell species obtained electrochemically, namely their radical cations and radical anions. Spin density distributions of radical cations and radical anions derived from dyads 1a−c are mainly located on the TTF and fullerene moieties, respectively, as ascertained from the g values and 33S hyperfine coupling constants. Interestingly, the EPR of the radical anion derived from the bisadduct 1d exhibits a structured signal (g = 2.0005) arising from the coupling ...
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