title: Novel fused D-A dyad and A-D-A triad incorporating tetrathiafulvalene and p-benzoquinone.
abstract: Novel fused donor-acceptor dyad (TTF-Q or D-A) and acceptor-donor-acceptor triad (Q-TTF-Q or 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-energy absorption band that is attributed to an intramolecular charge transfer between both antagonistic units. The presence of reversible oxidation and reduction waves for the donor and acceptor moieties was shown by cyclic voltammetry, in agreement with the ratio TTF/quinone(s) units. The successive generation 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 with the existence of a temperature-dependent intramolecular electron transfer. The crystallographic tendency of these fused systems to overlap in mixed stacks of alternating A-D-A units is also discussed.
authors.affiliation: Ingénierie Moléculaire et Matériaux Organiques, UMR 6501, Boulevard Lavoisier, Université d'Angers, F-49045 Angers, France.
authors.forename: Frédéric
authors.initials: F
authors.lastname: Dumur
authors.forename: Nicolas
authors.initials: N
authors.lastname: Gautier
authors.forename: Nuria
authors.initials: N
authors.lastname: Gallego-Planas
authors.forename: Yücel
authors.initials: Y
authors.lastname: Sahin
authors.forename: Eric
authors.initials: E
authors.lastname: Levillain
authors.forename: Nicolas
authors.initials: N
authors.lastname: Mercier
authors.forename: Piétrick
authors.initials: P
authors.lastname: Hudhomme
authors.forename: Matteo
authors.initials: M
authors.lastname: Masino
authors.forename: Alberto
authors.initials: A
authors.lastname: Girlando
authors.forename: Vega
authors.initials: V
authors.lastname: Lloveras
authors.forename: José
authors.initials: J
authors.lastname: Vidal-Gancedo
authors.forename: Jaume
authors.initials: J
authors.lastname: Veciana
authors.forename: Concepció
authors.initials: C
authors.lastname: Rovira