Abstract

A novel five-membered trithiole with sulfur–sulfur linkages bound to a [2.2] paracyclophane framework with low-redox potential has been synthesized. Characterization of the new trithiole was performed by X-ray crystallographic analysis. The cyclic voltammogram of the trithiole showed well-defined reversible electrochemical redox coupled with low-oxidation potential. Novel radical cation salt was isolated in quantitative yield in the one-electron oxidation of the trithiole with one equivalent of NOPF6 as a one-electron oxidant. The structure of the radical cation salt was analyzed by 31P NMR and EPR spectroscopies and elemental analysis. The salt underwent one-electron reduction on treatment with one equivalent of samarium(II) iodide to give the neutral starting trithiole quantitatively.

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