๐”– Bobbio Scriptorium
โœฆ   LIBER   โœฆ

The intermediacy of thiosulfoxides in deoxygenation of sulfoxides with P4S10

โœ Scribed by Raymond D. Baechler; Sylvia Kourou Daley

Publisher
Elsevier Science
Year
1978
Tongue
French
Weight
319 KB
Volume
19
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

โœฆ Synopsis

The stability of molecules possessing coordinate covalent bonds to sulfur and phosphorus is well established. Such systems include sulfofides, sulfilimines, phosphine oxides, phosphine sulfides, and phosphlne Imines. In view of the stability of these systems, it is perhaps somewhat surprising that the closely analogous thiosulfoxldes (R$=S) have never been successfully isolated, Several systems possessing a formal sulfur-sulfur double bond are, in fact, lawun, but in each of these special cases, the central sulfur atom is directly bonded to Nghly electronegative fluorine' or oqgen atoms,2 whichmay serve to enhance any (p-d)< conjugative contribution to the sulfur-sulfur bond.

Recent evidenoe3'4 suggests that allylic disulfides exist in equilibrium with undeteotably low concentrations of the isomeric thiosulfoxides, interconversion occurring via (i&3)sigmatropic rearrangement. The direct sulfuriratlon of allylic sulfides to disulfides4 has been interpreted4 as evidence that thiosulfoxldes may also be generated, in extremely low equilibrium concentrations, by the reaction of sulfldes with elemental sulfur. These results support the conclusion that thiosulfoxides are thermodynamIcally unstable with respect to

๐Ÿ“œ SIMILAR VOLUMES

On the reaction of P4S10 with hexamethyl
On the reaction of P4S10 with hexamethyldisilazane
โœ Jiri Pinkas; John G. Verkade ๐Ÿ“‚ Article ๐Ÿ“… 1998 ๐Ÿ› John Wiley and Sons ๐ŸŒ English โš– 224 KB ๐Ÿ‘ 1 views

P 4 S 10 reacts with (Me 3 Si) 2 NH, to give SP(NHSi-Me 3 ) x (SSiMe 3 ) 3โ€ซืžโ€ฌx , where x โ€ซืกโ€ฌ 0-3. These species were shown by 31 P NMR spectroscopy to subsequently form cyclic and linear condensation products. The molecular structure of a linear trimer (Me 3 SiNH)P(S)[(l-NH)P(S)(NHSiMe 3 ) 2 ] 2 , 1

Evidence for the Intermediacy of Wheland
Evidence for the Intermediacy of Whelandโ€“Meisenheimer Complexes in SEAr Reactions of Aminothiazoles with 4,6-Dinitrobenzofuroxan
โœ Carla Boga; Erminia Delโ€…Vecchio; Luciano Forlani; Rรฉgis Goumont; Franรงois Terrie ๐Ÿ“‚ Article ๐Ÿ“… 2007 ๐Ÿ› John Wiley and Sons ๐ŸŒ English โš– 313 KB

## Abstract Reactions of DNBF with a series of 2โ€aminothiazoles (**1โ€‰a**โ€“**f**) to afford thermodynamically stable __C__โ€bonded ฯƒโ€adducts have been investigated in acetonitrile. A most significant finding emerged on recording NMR spectra immediately after mixing of equimolar amounts of DNBF and the