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Reactions of organic anions, 182. Vicarious nucleophilic substitution of a hydrogen atom in 1‐fluoro‐2,4‐dinitrobenzene (Sanger's Reagent)
Author(s) -
Mąkosza Mieczyslaw,
Stalewski Jacek
Publication year - 1991
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.1991199101112
Subject(s) - chemistry , carbanion , halogen , medicinal chemistry , reagent , aryl , nucleophile , nucleophilic substitution , hydrogen atom , photochemistry , substitution reaction , atom (system on chip) , organic chemistry , catalysis , alkyl , computer science , embedded system
Reactions of carbanions of aryl chloromethyl and dichloromethyl sulfones 3 and 4 and tert ‐butyl chloro‐ and dichloroacetates ( 5 and 6 ) with 1‐halo‐2,4‐dinitrobenzenes 1 and 2 proceed by nucleophilic replacement of a hydrogen atom. The S N Ar of the halogen atom occurs to a negligible extent.