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- Title
Structural Features of Certain p-substituted Phenyl 2-nitrovinyl Sulfones.
- Authors
Zvezdova, Dilyana; Stoeva, Stoyanka; Aleksiev, Dimitar
- Abstract
The structure of p-substituted phenyl 2-nitrovinyl sulfones was studied through different spectral methods. It has been found that the nucleophilic substitution reactions of sodium phenylsulfinates with 1-chloro-2-nitroethene occur stereospecifically. The formation of E-isomers of this type of substituted phenyl vinyl sulfones was confirmed by FTIR and NMR spectroscopy. It was suggested that the E-isomers formation was determined by the more stable conformation of the carbanionic intermediate as a result of intramolecular rotation around single Cα-Cβ bond. This appears to be the product-determining pathway during the interaction of sodium phenyl sulfinates with the highly activated substrate 1-chloro-2-nitroethene.
- Subjects
SULFONE derivatives; VINYLATION; PHENYL compound derivatives; NUCLEOPHILIC substitution reactions; NUCLEAR magnetic resonance spectroscopy; FOURIER transform infrared spectroscopy; NITROETHYLENE
- Publication
Journal of the Chinese Chemical Society, 2016, Vol 63, Issue 3, p247
- ISSN
0009-4536
- Publication type
Article
- DOI
10.1002/jccs.201500408