872675-98-4Relevant academic research and scientific papers
Z, E-Isomerization mechanism for N-arylthio-1,4-benzoquinonimines: DNMR and DFT investigations
Pirozhenko,Rozhenko,Avdeenko,Konovalova,Santalova
, p. 811 - 817 (2008/12/23)
Z, E-Isomerization has been investigated for the series of the N-arylthio-1,4-benzoquinonimines using a line shape analysis in the 1H NMR spectra. Thermodynamic parameters and substituent effects have been analyzed for the isomerization process. It has been shown based on the DFT (B3LYP) calculations that the dynamic transformation for N-arylthio-1,4- benzoquinonimines should be considered as a combination of the two different processes, a rotation about the N-S bond and an inversion at nitrogen via the transition state with the linear C = N-S moiety. The free energies of activation for the isomerization (ΔG298 K) measured experimentally depend on the substitution in the quinonimine moiety and phenyl ring and can be referred either to the inversion of the nitrogen atom or to the hindered rotation about the N-S bond. Copyright
Reactions of arylsulfinyl chlorides and N-(arylsulfonyl)arylsulfinimidoyl chlorides with p-aminophenols
Avdeenko,Konovalova,Santalova
, p. 1471 - 1474 (2008/09/16)
In reactions of arylsulfinyl chlorides and N-(arylsulfonyl) arylsulfinimidoyl chlorides with p-aminophenols formed N-arylthio-1,4- benzoquinone imines, evidently through a stage of N-arylsulfinyl-4-aminophenols and N-(N-arylsulfonyl)arylsulfinylimidoyl-4-aminophenols that under the reaction conditions eliminate respectively H2O and ArSO2NH 2.
