3839-89-2Relevant academic research and scientific papers
Rapid and effective synthesis of diarylsulfur diimides from substituted anilines and sulfur monochloride
Konstantinova, Lidia S.,Lysov, Kirill A.,Rakitin, Oleg A.
supporting information, p. 655 - 658 (2013/04/10)
A one-pot and effective procedure has been developed for the synthesis of symmetrical diarylsulfur diimides from anilines, sulfur monochloride, and DABCO in good yields (70-90%). A plausible mechanism for this transformation has been proposed. Georg Thiem
Reactions of arylthiazylamides with internal and external fluoro electrophiles - Formation of products with unusual structures
Lork, Enno,Mews, Ruediger,Shakirov, Makhmut M.,Watson, Paul G.,Zibarev, Andrey V.
, p. 2123 - 2134 (2007/10/03)
The heteroatom reactivity of the title anions [as (Me2N)3S+ and Cs+ salts] toward both internal and external fluoro electrophiles has been investigated. The intramolecular nucleophilic cyclization of [ArNSN]- (as the cesium salts) bearing at least one ortho fluorine afforded 2,1,3-benzothiadiazoles (e.g. 2a,b), whereas intermolecular condensation with polyfluorinated pyridine and naphthalene afforded Ar-N=S=N-R with R = 4-PyF (4) and R = 2-NpF (8). Further interaction of [ArNSN]- with 4 or 8 proceeded with the transfer of NSN units resulting in (ArN=)2S (5) and [RNSN]-, followed by decomposition (R = 4-PyF) to 4-PyFNH2 (6) or intramolecular cyclization (R = 2-NpF) to the polyfluorinated thiadiazole 9. The compounds of types 4, 5, 8, and 9 have been characterized by single-crystal X-ray diffraction as having both Z,E and Z,Z configurations [8 and 9 as molecular complexes with C10F8 and (Ph-N=)2S (5e), respectively, featuring π-stacking interactions of the arene-polyfluoroarene type]. Besides normal aryl-polyfluoroaryl interactions, the 8·C10F8 complex also displays unusual polyfluoroaryl-polyfluoroaryl π-stacking.
REACTIONS OF α,α,ω-TRIHYDROPOLYFLUOROALKOXYTRIFLUOROSULFURANES WITH PRIMARY AMINES AND AMIDES
Markovskii, L.N.,Tovstenko, V.I.,Pashinnik, V.E.,Mel'nichuk, E.A.,Makarenko, A.G.,Shermolovich, Yu.G.
, p. 660 - 663 (2007/10/02)
α,α,ω-Trihydropolyfluoroalkoxytrifluorosulfuranes react with primary amides or their N,N'-di(trimethylsilyl) derivatives to form acid fluoride derivatives of N-substituted polyfluoroalkyliminosulfurous acids.The thermal stability of these products depends
Skeletal scrambling of sulphur diimide radical anions
Bestari, Ketut,Oakley, Richard T.,Cordes, A. Wallace
, p. 94 - 99 (2007/10/02)
In the presence of a catalytic quantity of alkali metal mixtures of sulphur diimides RNSNR and R'NSNR' (R, R' = Ph, 4-C6H4Me, 4-C6H4OMe, SiMe3, SPh) undergo a rapid scrambling of the R and R' groups.When R and R' are significantly different (e.g., R = Ph,
SOME KINETIC ASPECTS OF THE ALCOHOLYSIS OF N,N'-DIARYLSULPHURDIIMIDES
Carpanelli, Corrado,Gaiani, Giovanni
, p. 503 - 506 (2007/10/02)
Kinetic determinations (at 22 deg C) show that the ethanolysis of N,N'-diarylsulphurdiimides 1 - 9, catalysed by anhydrous copper(II) chloride, obeys a first-order rate law with respect to N,N'-diarylsulphurdiimide.The logarithm of the observed first-order rate constants (at the same concentration of the catalyst) can be correlated with the Hammett ? substituent constants.The ethanolysis rate of 1 - 9 is increased by the electron-withdrawing effect of the substituents linked to the aromatic rings of N,N'-diarylsulphurdiimide.The observed first-order rate constant of the CuCl2-catalysed ethanolysis of N,N'-bis(p-tolyl)sulphurdiimide, 3, is directly proportional to the catalyst concentration: kobs = k2.The second-order rate constants, k2, of the alcoholysis of 3 were measured in four alcohols different from ethanol.These constants seem to be a function of the polarity of the reaction medium and of the steric hindrance of the alcohol.Finally, it was ascertained that the catalysing power of CuCl2 in the ethanolysis of 3 is higher than that of NiCl2 and CoCl2.
