CYCLOADDITION OF 3-THIOXO-1,2-DITHIOLES ONTO ACETYLENEDICARBALDEHYDE AND ITS MONO-DIETHYLACETAL - READY ACCESS TO INTERMEDIATES IN THE TETRATHIAFULVALENE (TTF) SERIES
P. Frere et al., CYCLOADDITION OF 3-THIOXO-1,2-DITHIOLES ONTO ACETYLENEDICARBALDEHYDE AND ITS MONO-DIETHYLACETAL - READY ACCESS TO INTERMEDIATES IN THE TETRATHIAFULVALENE (TTF) SERIES, Tetrahedron letters, 34(28), 1993, pp. 4519-4522
The 4,5-diformyl-1,3-dithiol-2-ylidene ethanals and ethanones 4 are pr
epared by a three-step sequence from acetylenedicarbaldehyde mono-diEt
-acetal and 3-thioxo-1,2-dithioles. Their X-ray diffraction structure,
H-1 nmr and IR properties, reveal a delta-cis conformation in the sol
id state and in solution, due to strong S...O 1,5-internal bonding int
eractions.