Acentric Polymeric Chains in Radical Cation Salts of Tetrathiafulvalene Derivatives with the p-Carboxybenzenesulfonate Anion
Résumé
The noncentrosymmetric p-carboxybenzenesulfonate anion afforded, in electro-oxidation experiments with bis(ethylenedithio)tetrathiafulvalene (BEDT-TTF), the low-gap semiconductor (room-temperature conductivity: 18 S cm–1) mixed-valency salt BEDT-TTF2[O3S-C6H4-CO2H], which is noncentrosymmetric due to head-to-tail arrangement of the anions, whereas EDT-TTF-CONHMe (EDT-TTF = ethylenedithiotetrathiafulvalene) afforded the fully oxidized centrosymmetric salt [EDT-TTF-CONHMe+][HO2C-C6H4-SO3–] in which the driving force for the crystal packing is the existence of strong hydrogen-bonding interactions between the anions and the amido groups of the cations.