Formation of thioketenes by thermal fragmentation of 1,2-dithiol-3-ones
Abstract
Thioketenes 6 are formed in a Wolff-type rearrangement together with
OCS by flash vacuum thermolysis (FVT) of 1,2-dithiol-3-ones 4 and
identified by a combination of Ar matrix isolation FTIR sepctroscopy and
collisional activation mass spectrometry (CAMS). The thioketenes all have
strong IR absorptions in the 1750 cm-1 region ascribed to
the C![[double bond, length as m-dash]](https://www.rsc.org/images/entities/char_e001.gif)
CS stretching vibration. The matrix IR and the CAMS of
thioketenes 6a, 6d and 6e are identical with those of authentic samples
generated by FVT of 1,2,3-thiadiazoles 7a, 7d and
2,3-dihydrobenzothiophene-2,3-dione 9, respectively. A competing
fragmentation of the dithiolones leads to the corresponding acetylenes. CO
and S2 were also identified.
CS stretching vibration. The matrix IR and the CAMS of
thioketenes 6a, 6d and 6e are identical with those of authentic samples
generated by FVT of 1,2,3-thiadiazoles 7a, 7d and
2,3-dihydrobenzothiophene-2,3-dione 9, respectively. A competing
fragmentation of the dithiolones leads to the corresponding acetylenes. CO
and S2 were also identified.
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