Abstract
The properties of new 2,2‘-ethanediylidene(1,3-dithiole) derivatives 5, 6, and 8−11 are reported. Cyclic voltammetric studies establish that they are efficient donor molecules, with the extended conjugation resulting in stabilization of dications, relative to tetrathiafulvalene TTF (1). Radical cations are generated by oxidation of the neutral compounds with trifluoroacetic acid or anhydrous silver perchlorate in dichloromethane, and their ESR and proton ENDOR spectra are reported. The bulk of the spin population resides in the central S2CCCCS2 part of the π-system. The X-ray crystal structure of donor 6 reveals that the 2,2‘-ethanediylidene(1,3-dithiole) framework is planar. Donor 6 forms a crystalline 1:1 charge-transfer complex with TCNQ, the X-ray crystal structure of which shows a mixed stack structure. A solution of this complex in acetonitrile exhibits ESR spectra of both radical ions, 6·+ and TCNQ·−. Static susceptibility data are reported for TCNQ complexes of some of these donors.
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