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