75142-03-9Relevant 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
Stereoelectronic Control in Organic Chemistry: Addition Reactions of Some 1,4-Benzoquinone 4-(O-Methyloximes)
Baldwin, Jack E.,Norris, Robert K.
, p. 697 - 703 (2007/10/02)
The addition of bromine and chlorine to 1,4-benzoquinone 4-(O-methyloxime) (1) under kinetic control and of cyclopentadiene to 1 or the 2-methyl derivative (3) under conditions where isomerization about the C=N bond can occur gives rise to products in whi
Physical Properties and Various Reactions of Thionitrites and Related Substances
Oae, Shigeru,Shinhama, Koichi,Fujimori, Ken,Kim, Yong Hae
, p. 775 - 784 (2007/10/02)
Several new sulfenyl or sulfonyl derivatives, thionitrates (RSNO2), sulfonyl nitrites (RSO2NO), were successfully isolated by treating corresponding thiols and sulfinic acids with dinitrogen tetraoxide (N2O4).Spectroscopic data of both stable and many rather unstable compounds were determined and compared with those of corresponding alkyl nitrites (RONO) or alkyl nitrates (RONO2).Chemical reactivities of these uncommon, novel S-nitroso and S-nitro compounds were investigated.
