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Synthesis of a vinylogue tetrathiafulvalene derivative and study of its charge transfer complex with TCNQF4

AuthorsSalzillo , Tommaso ; Crivillers, Núria ; Mas Torrent, Marta ; Wurst, Klaus; Veciana, Jaume ; Rovira, Concepció
Issue DateJan-2019
AbstractEfficient synthesis of a vinylogue TTF derivative bearing four cyanoethylsulfanyl substituents, 9 is described. Cyclic voltammetry establishes that the novel compound shows good donor properties and a reduced on-site coulombic repulsion. Single crystal X-ray structure determination shows that the molecule has a planar structure of the conjugated moiety with a slipped π−π stacking organization in the crystal parallel to the crystallographic a axis. EPR, UV–vis and IR spectroscopies show that 9 forms a charge transfer complex with TCNQF4. EPR studies allow for the recognition of the 3:2 stoichiometry ratio between donor and acceptor while IR spectroscopy gave the estimation of the ionicity of the complex, which was found to be 0.31.
Publisher version (URL)http://dx.doi.org/10.1016/j.synthmet.2018.11.021
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