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

Autor: Alexandra Bogdan, Ionuț-Tudor Moraru, Pascale Auban-Senzier, Ion Grosu, Flavia Pop, Narcis Avarvari
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Zdroj: Molecules, Vol 27, Iss 20, p 6926 (2022)
Druh dokumentu: article
ISSN: 1420-3049
DOI: 10.3390/molecules27206926
Popis: 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.
Databáze: Directory of Open Access Journals
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