2106-40-3Relevant articles and documents
LA FLUORATION PAR KF DE PERHALOGENES ORGANIQUES AROMATIQUES EN PRESENCE DE FAIBLES QUANTITES DE SULFOLANE OU D'EAU. SPECTRES DE MASSES DES MELANGES OBTENUS EN SERIE BENZENIQUE
Hitzke, J.
, p. 101 - 116 (1981)
The fluorinations of perhalogenated aromatic compounds with KF are carried out in sealed tubes in presence of inert gas.The addition of small quantities of aprotic solvent promotes the fluorination of pentachloropyridine above 180 deg C; these fluorinatio
Reductive dehalogenation of polyfluoroarenes by zinc in aqueous ammonia
Laev, Sergey S.,Shteingarts, Vitalii D.
, p. 175 - 185 (1999)
Aqueous ammonia has been found to be a good and versatile medium for the highly selective hydrodehalogenation of polyfluoroarenes by zinc under unprecedentedly mild conditions. The reduction of pentafluorobenzoic acid, 2,3,4,5,6-pentafluorobenzyl alcohol, pentafluorobenzamide, pentafluoropyridine, heptafluoro-2-naphthoic acid, 1,3,4,5,7,8-hexafluoro-2-naphthoic acid, octafluoronaphthalene, octafluorotoluene, decafluorobiphenyl, chloropentafluorobenzene and 4-chlorotetrafluorobenzoic acid give products derived from the removal of one or two halogen atoms. A reduction mechanism, proceeding through electron capture to give a radical anion and then fragmentation of the latter, has been suggested. The observed high selectivity of the process suggests a radical anion formed by direct electron transfer from zinc to substrate. The dehalogenation regioselectivity is basically in accordance with that expected for radical anion fragmentation.
Interaction of polyfluorinated 2-chloroquinolines with ammonia
Skolyapova, Alexandrina D.,Selivanova, Galina A.,Tretyakov, Evgeny V.,Bogdanova, Tatjana F.,Shchegoleva, Lyudmila N.,Bagryanskaya, Irina Yu.,Gurskaya, Larisa Yu.,Shteingarts, Vitalij D.
supporting information, p. 1219 - 1229 (2017/02/18)
We have studied the interaction of polyfluorinated (in the benzene moiety) 2-chloroquinolines with liquid and aqueous ammonia as an approach to the synthesis of halogen-containing aminoquinolines. 5,7-Difluoro-, 5,6,8-trifluoro-, and 5,7,8-trifluoro-2-chloroquinolines mostly form products of substitution of the Cl atom, whereas 5,7-difluoro-2,6-dichloroquinoline, 5,6,7,8-tetrafluoro-, and 6,7-difluoro-2-chloroquinolines yield products of substitution of an F atom at various positions. The replacement of liquid ammonia with aqueous causes an increase in the proportion of the products of aminodechlorination relative to the products of aminodefluorination. For 2-chloro-6,8-difluoroquinoline this replacement leads to 2-amino-6,8-difluoroquinoline as the main product instead of the 8-amino-derivative. Activation energy values estimated by DFT calculations for the reactions in question agree with the reaction regioselectivity observed experimentally.
Method for producing tetrakis ( fluoroaryl) borate-magnesium compound
-
, (2008/06/13)
Fluoroaryl magnesium halide is reacted with a boron compound so that a molar ratio of the fluoroaryl magnesium halide to the boron compound is not less than 3.0 and not more than 3.7, so as to produce a tetrakis (fluoroaryl) borate·magnesium compound. With this method, there occurs no hydrogen fluoride which corrodes a producing apparatus and requires troublesome waste water treatment.
Reductive transformations of organofluorine compounds: II. Hydrodechlorination of chloropolyfluoroarenes by the action of zinc
Krasnov,Platonov
, p. 1488 - 1499 (2007/10/03)
Polyfluoroarenes containing chlorine atoms in the aromatic ring and/or in the benzylic position undergo hydrodechlorination by the action of zinc in aqueous dimethylformamide. The use of Zn/Cu and addition of salts (NaCl, Na2SO4, NH4Cl) favor reductive dechlorination of the Carom - Cl bond. Polyfluorobenzotrichlorides react with excess zinc to give the corresponding CH3-substituted derivatives, otherwise CH2Cl- and CHCl2-containing compounds are formed. The reduction of C6F5CCl3 and C6F5CH2Cl with zinc in the presence of copper provides lower yields of the hydrodechlorination products and leads to formation of 1,2-bis(pentafluorophenyl)ethane.
Process for producing 3,5-difluoroaniline and derivative thereof
-
, (2008/06/13)
A process for production of a 3,5-difluoroaniline compound with ease is disclosed, which comprise reacting an aminating agent with a 1,3,5-trifluorobenzene compound.
SYNTHETIC ASPECTS OF THE HYDROGENOLYSIS OF ORGANOFLUORINE COMPOUNDS UNDER THE INFLUENCE OF Zn(Cu)
Platonov, V. E.,Krasnov, V. I.
, p. 1336 - 1340 (2007/10/02)
We used the system containing Zn(Cu) in DMFA-water for the synthesis of monohydro derivatives from perfluoroarenes, for the selective hydrogenolysis of the C-Cl bonds, and for the formation of the substituent CH2CF3 by transformation of the CF(CF3)2 group