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Article Dans Une Revue Molecules Année : 2022

Chiral Bis(tetrathiafulvalene)-1,2-cyclohexane-diamides

Résumé

Chiral bis(TTF) diamides have been obtained in good yields (54–74%) from 1,2-cyclohexane-diamine and the corresponding TTF acyl chlorides. The (R,R)-1 and (S,S)-1 enantiomers have been characterized by circular dichroism and the racemic form by single-crystal X-ray diffraction. The neutral racemic bis(TTF)-diamide shows the formation of a pincer-like framework in the solid state, thanks to the intramolecular S···S interactions. The chemical oxidation in a solution using FeCl3 provides stable oxidized species, while the electrocrystallization experiments provided radical cation salts. In particular, single-crystal resistivity measurements on the racemic donor with AsF6− as a counterion demonstrate semiconductor behavior in this material. The DFT and TD-DFT calculations support the structural and chiroptical features of these new chiral TTF donors.
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Dates et versions

hal-04456005 , version 1 (13-02-2024)

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Alexandra Bogdan, Ionuț-Tudor Moraru, Pascale Auban-Senzier, Ion Grosu, Flavia Pop, et al.. Chiral Bis(tetrathiafulvalene)-1,2-cyclohexane-diamides. Molecules, 2022, 27 (20), pp.6926. ⟨10.3390/molecules27206926⟩. ⟨hal-04456005⟩
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