109139-22-2Relevant academic research and scientific papers
The unusual reactivity of the mono- and bis- N-(trifluoromethylsulfonyl)-substituted azaanalogs of arenesulfonochlorides
Garlyauskajte, Romute Yu.,Sereda, Sergej V.,Yagupolskii, Lev M.
, p. 6891 - 6906 (2007/10/02)
The reactions of N-(trifluoromethylsulfonyl)arenesulfonimidoyl- and N,N′-bis (trifluoromethylsulfonyl)arenesulfonodiimidoyl chlorides of general formulas Ar - S(O) (=NSO2CF3)Cl (1) and Ar - S(=NSO2CF3)2Cl (2) with ammonia have been investigated and found to yield the ammonium salts of [N-(trifluoromethylsulfonyl)arenesulfinyliminol-N′- (trifluoromethylsulfonyl)amides. The high oxidative ability of the chlorides (1,2) have been shown. Thus, chlorides (2) react with benzene or trifluoromethylbenzene, to form the chlorobenzene or 3-chloro-trifluoromethylbenzene. The fluorides of the general formulas Ar - S(O) (=NSO2CF3)F and Ar - S(=NSO2CF3)2F have been prepared. Their interaction with ammonia leads to the usual formation of corresponding amides. The electron nature of new electron withdrawing substituents have been investigated.
N-TRIFLUOROMETHYLSULFONYL-S-TRIFLUOROMETHYL-S-ARYLSULFOXIMIDES
Kondratenko, N. V.,Popov, V. I.,Radchenko, O. A.,Ignat'ev, N. V.,Yagupol'skii, L. M.
, p. 1542 - 1547 (2007/10/02)
N-Trifluoromethylsulfonyl-S-trifluoromethyl-S-arylsulfoximides were obtained by the reaction of the sodium salts of S-trifluoromethyl-S-arylsulfoximides with the anhydride or chloride of trifluoromethanesulfonic acid.In electronic nature the CF3S(O)=NSO2CF3 group is a "superstrong" electron-withdrawing substituent, which corresponds to the effect of the two nitro groups at the ortho and para positions to the reaction center.The dimethylaminoazo dye with the CF3S(O)=NSO2CF3 substituent at position 4 exhibits negative halochromism.
