THE BAMBERGER REACTION IN HYDROGEN-FLUORIDE - THE USE OF MILD REDUCTIVE METALS FOR THE PREPARATION OF FLUOROAROMATIC AMINES

Authors
TORDEUX M WAKSELMAN C
Citation
M. Tordeux et C. Wakselman, THE BAMBERGER REACTION IN HYDROGEN-FLUORIDE - THE USE OF MILD REDUCTIVE METALS FOR THE PREPARATION OF FLUOROAROMATIC AMINES, Journal of fluorine chemistry, 74(2), 1995, pp. 251-254
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
Journal title
Journal of fluorine chemistry → ACNP
ISSN journal
00221139
Volume
74
Issue
2
Year of publication
1995
Pages
251 - 254
Database
ISI
SICI code
0022-1139(1995)74:2<251:TBRIH->2.0.ZU;2-3
Abstract
The reduction of nitroaromatic compounds by various metals (tin, lead, bismuth) in liquid hydrogen fluoride under an inert atmosphere leads to fluoroaromatic amines, in accord with the Bamberger reaction. Gener ally, a co-solvent such as pentane or methylene chloride is used. Some non-fluorinated arylamines are also formed by a competitive direct re duction of the N-arylhydroxylamine intermediate. Of the mild reductive metals studied, bismuth was the most selective.