Abstract

The deuterated S-based organic donor molecule bis(ethylenedithio)-tetrathiafulvalene 5b, C 10S 8D 8, was synthesized with high deuterium purity (99.7+%) by phosphite coupling of the thione intermediate perdeuterio-4,5-ethylenedithio-1,3-dithiole-2-thione 3b, C 5S 5D 4, or the carbonyl intermediate perdeuterio-2,5,7,9-tetrathiabicyclo [4.3.0] non-1(6)-en-8-on 4b, C 5S 4-OD 4. 3b was prepared by the addition of D 4-ethylenedibromide to an alcoholic solution of 1,3-dithole-2-thione-4,5-dithiolate that was generated by the reaction of sodium with carbon disulfide in N, N-dimethylformamide. No deuterium exchange with solvents during the course of reactions was observed. Compounds 3b-5b, and their isotopic purity, were established by use of mass, NMR, FT-IR and UV-visible spectrometry.

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