1.2- Dithiole-3-thiones and 1,2-dithiol

Dithiole-3-thiones and l,2-dithiol-3-ones will not be treated in separate sections in this survey, as very few papers dealing with l,2-dithiol-3-ones... 

IR and Raman spectra of a series of l,2-dithiole-3-thiones and 1,2-dithiol-3-ones have been recorded and interpreted.274 Sixteen of the eighteen fundamental ring vibrations of the parent l,2-dithiole-3-thione have been observed, and most of the substituent frequencies have been assigned. 

Dithiole-3-ones and 1,2-dithiole-3-thiones appear to be nearly planar and Brown el al. 237 examined the PMR spectra of a large number of compounds in this series, but it was not possible to make any firm conclusion concerning the aromaticity of the systems, although it seems likely that the order of the C-4-C-5 bond is less than 2. More recently238 linear correla-... 

The trivial transformation of 1,2-dithiol-3-ones into 1,2-dithiole-3-thiones by means of phosphorus pentasulfide and analogous sulfurating agents will not be treated in this section. 

A modified CNDO method has been used for the calculation of the electronic spectra of l,2-dithiole-3-thiones and l,2-dithiol-3-ones259,260 good agreement with observed data was found. The method has further been used to interpret the modification of the electronic spectrum of l,2-dithiole-3-thione by protonation in sulfuric acid between 1 and 20 A,261 forming the 3-mercapto-l,2-dithiolylium ion 174. On the basis of acidity functions it has... 

The heats of formation for three l,2-dithiole-3-thiones and l,2-dithiol-3-ones indicate that the 1,2-dithiole system possesses a delocalized 7r-electron sextet.264... 

From H-NMR spectra of l,2-dithiole-3-thiones and l,2-dithiol-3-ones it was not possible to draw conclusions concerning the pseudoaromatic character of the l,2-dithiole-3-thione system.277 Proton chemical shifts of methyl substituents are in agreement with values reported for methyl substituents in aromatic systems.278 Calculated diamagnetic and paramagnetic anisotropies for a series of l,2-dithiole-3-thiones and l,2-dithiol-3-ones have been compared with observed chemical shifts. Analysis of these data suggests that a phenyl substituent in position 5 is nearly coplanar with the dithiole nucleus and that the 1,2-dithiole nucleus is an electron-attracting group. ... 

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