THE ACTIVATION OF S(N)AR REACTIONS BY THE SUPERSTRONG ELECTRON-WITHDRAWING SUBSTITUENT CF3S(O)=NSO2CF3

Authors
BOIKO VN KIRII NV YAGUPOLSKII LM
Citation
Vn. Boiko et al., THE ACTIVATION OF S(N)AR REACTIONS BY THE SUPERSTRONG ELECTRON-WITHDRAWING SUBSTITUENT CF3S(O)=NSO2CF3, Journal of fluorine chemistry, 67(2), 1994, pp. 119-123
Citations number
6
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
Journal title
Journal of fluorine chemistry → ACNP
ISSN journal
00221139
Volume
67
Issue
2
Year of publication
1994
Pages
119 - 123
Database
ISI
SICI code
0022-1139(1994)67:2<119:TAOSRB>2.0.ZU;2-F
Abstract
The chlorine lability of the 2-nitrochlorobenzene derivative which con tains the superstrong electron-withdrawing substituent CF3S(O)=NSO2CF3 in position 4 has been compared with the analogous 4-trifluoromethyls ulphonyl derivative and picryl chloride in nucleophilic substitution. During interaction with hard nucleophilic agents, the effect of one su perstrong substituent approximately corresponds to the influence of tw o nitro groups in positions 2 and 4. With soft reagents, picryl chlori de is more active than the compound containing the CF3S(O)=NSO2CF3 gro up, polarizable only with difficulty.