102117-52-2Relevant academic research and scientific papers
1-SUBSTITUTED 3,5-BIS(TRIFLUOROMETHYLTHIO)- AND 3,5-BIS(TRIFLUOROMETHYLSULFONYL)BENZENES
Voiko, V. N.,Shchupak, G. M.,Yagupol'skii, L. M.
, p. 1339 - 1345 (2007/10/02)
Methods for the synthesis of 1-X-3,5-bis(trifluoromethylthio)- and 1-X-3,5-bis(trifluoromethylsulfonyl)benzenes, where X = F, Cl, Br, I, NO2, NH2, OH, CN, CONH2, COOH, p-CH3C6H4SO2O, and OSO2CF3, were developed for the study of nucleophilic substitution r
NUCLEOPHILIC SUBSTITUTION IN AROMATIC COMPOUNDS WITH FLUORINE-CONTAINING SUBSTITUENTS. IX. REACTION OF 1-X-3,5-BIS(TRIFLUOROMETHYLSULFONYL)BENZENES WITH SODIUM METHOXIDE AND THIOPHENOLATE
Boiko, V. N.,Shchupak, G. M.,Orlova, R. K.,Yagupol'skii, L. M.
, p. 1346 - 1353 (2007/10/02)
The nucleophilic substitution of the atoms and groups X in 1-X-3,5-bis(trifluoromethylsulfonyl)benzenes by the action of sodium methoxide and thiophenolate in methanol was investigated.These compounds (except with X = F) react more readily with sodium thiophenolate than with sodium methoxide.The leaving groups X can be arranged in the order F > NO2 > Cl > SO2CF3 according to the ease of substitution by the methoxide ion and in the order OSO2CF3 > NO2 > F SO2CF3 >> Cl Br I according to the ease of substitution by sodium thiophenolate.The obtained series of mobility in the leaving groups indicate that the cleavage of the bond with the substituted group is not the controlling stage of the aromatic nucleophilic meta-substitution.
