THE UNUSUAL REACTIVITY OF THE MONO AND BIS-N-(TRIFLUOROMETHYLSULFONYL)-SUBSTITUTED AZAANALOGS OF ARENESULFONOCHLORIDES

The reactions of N-(trifluoromethylsulfonyl)arenesulfonimidoyl- and N, N'- bis(trifluoromethylsulfonyl)arenesulfonodiimidoyl chlorides of ge neral formulas Ar-S(0)(=NSO2CF3)Cl (1) and Ar-S(=NSO2CF3)(2)Cl (2) wit h ammonia have been investigated and found to yield the ammonium salts of [N-(trifluoromethylsulfonyl)arenesulfinylimino]-N' (trifluoromethy lsulfonyl)amides. The high oxidative ability of the chlorides (1,2) ha ve been shown. Thus, chlorides (2) react with benzene or trifluorometh ylbenzene, to form the chlorobenzene or 3-chloro- trifluoromethylbenze ne. The fluorides of the general formulas Ar-S(0)(=NSO2CF3)F and Ar-S( =NSO2CF3)(2)F have been prepared. Their interaction with ammonia leads to the usual formation of corresponding amides. The electron nature o f new electron withdrawing substituents have been investigated.