Abstract
| - Novel fused donor−acceptor dyad (TTF−Q or D−A) and acceptor−donor−acceptor triad (Q−TTF−Qor A−D−A) incorporating the donor tetrathiafulvalene (TTF) and the acceptor p-benzoquinone (Q)have been synthesized. The solution UV−vis spectra of these molecules display a low-energyabsorption band that is attributed to an intramolecular charge transfer between both antagonisticunits. The presence of reversible oxidation and reduction waves for the donor and acceptor moietieswas shown by cyclic voltammetry, in agreement with the ratio TTF/quinone(s) units. The successivegeneration from these compounds of the cation radical and anion radical obtained upon (electro)chemical oxidation and reduction, respectively, was monitored by optical and ESR spectroscopies.The anion radical Q−TTF−Q-• triad was demonstrated to be a class II mixed-valence system withthe existence of a temperature-dependent intramolecular electron transfer. The crystallographictendency of these fused systems to overlap in mixed stacks of alternating A−D−A units is alsodiscussed.
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