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[4]Helicene based anions in electrocrystallization with tetrachalcogenafulvalene donors †

Abstract : Electrocrystallization is an ubiquitous tool for the assembly of ions formed in situ from electroactive precursors into ordered crystalline macroscopic assemblies. Using tetrachalcogeno-fulvalene derivatives, many conducting and superconducting materials have been developed over the past fifty years, generally refered to as organic molecular conductors. The introduction of chirality in the structure of such molecular materials is triggered by the possible observation of exotic physical effects such as electrical Magneto-Chiral Anisotropy (eMChA). Chirality is more commonly brought by the organic electron donor, rather than the inorganic counter-anion. Herein the synthesis of organic electrolytes based on a [4]helicene scaffold is described. Tetrabutylammonium salts of [4]helicene carboxylate and sulfonate have been synthesized and characterized. Electrocrystallizations with three organic donors, namely tetramethyl-TTF (TMTTF), bis(ethylenedithio)-TTF (BEDT-TTF) and tetramethyl-tetraselenafulvalene (TMTSF) provided crystals whose X-ray analysis on single crystal is reported. While a covalent adduct of TMTTF has been observed with the carboxylate salt as electrolyte, the structures display either discrete organic donor stacks for TMTTF and TMTSF, or chains of laterally connected dimers for BEDTTTF when sulfonate salts were used.
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https://hal.univ-angers.fr/hal-03855049
Contributeur : Narcis Avarvari Connectez-vous pour contacter le contributeur
Soumis le : mercredi 16 novembre 2022 - 10:45:27
Dernière modification le : jeudi 17 novembre 2022 - 04:12:46

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Nicolas Zigon, Narcis Avarvari. [4]Helicene based anions in electrocrystallization with tetrachalcogenafulvalene donors †. CrystEngComm, 2022, 24 (10), pp.1942-1947. ⟨10.1039/D2CE00091A⟩. ⟨hal-03855049⟩

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