The activation of SNAr reactions by the superstrong electron-withdrawing substituent CF3S(O)=NSO2CF3

Article abstract of DOI:10.1016/0022-1139(93)02959-I

The chlorine lability of the 2-nitrochlorobenzene derivative which contains the superstrong electron-withdrawing substituent CF3S(O)=NSO2CF3 in position 4 has been compared with the analogous 4-trifluoromethylsulphonyl derivative and picryl chloride in nucleophilic substitution.During interaction with hard nucleophilic agents, the effect of one superstrong substituent approximately corresponds to the influence of two nitro groups in positions 2 and 4.With soft reagents, picryl chloride is more active than the compound containing the CF3S(O)=NSO2CF3 group, polarizable only with difficulty.