The 1,2,3-thiadiazole route to new vinylogue tetrathiafulvalenes

Article abstract of DOI:10.1016/0040-4020(95)01103-X

Cleavage of 1,4-dithiafulvene-substituted 1,2,3-thiadiazoles with base and dimerisation of the resulting alkyne-1-thiolate gives new tetrathiafulvalene-type vinylogue extended π-donors in a one pot reaction. The solvent-/base-system used (acetonitrile/NaH) was optimised for the synthesis of 1,3-dithiole-2-thiones via this route. Efficient synthesis of the important 4-formyl-1,3-dithiol-2-thione and its coupling to 2,6(7)-bisformyltetrathiafulvalene is presented. Preparation of a number of new 1,4-dithiafulvenes are reported.