ChemInform Abstract: FLUORAROMATEN 39. MITT. DARST. AROMATISCHER POLYFLUORVERBINDUNGEN DURCH SELEKTIVE REDUZIERENDE DECHLORIERUNG AROMATISCHER POLYFLUORCHLORVERBINDUNGEN

Abstract

Durch 24stündige Behandlung des Trifluortrichlorbenzols (I) mit Cu und Wasser bei 300°C erhält man ein Gemisch der Dechlorierungsprodukte (II) (Ausbeute 26%), (III) (45%) und (IV) (27%).

Selective hydrodechlorination of fluorinated arylamines

“…Thus, selective hydrodechlorination of polyfluorochloroarenes can be achieved with dihydrogen on a catalyst [6], copper upon heating in water [7], the Zn-Cu couple [8] or Zn-NiCl 2 -bipyridyl complex [9] in aqueous DMF, or zinc in aqueous ammonia [10]. Two or three chlorine atoms can be sequentially removed from tetrafluorodichloro-or trifluorotrichlorobenzenes via reduction by metals [8,10].…”

Reactions of 1,2,4-trichlorotrifluorobenzene with nucleophiles

“…In particular, the chlorine atoms in its molecule were replaced by hydrogens via reactions with copper and water [6] and with zinc in DMF in the presence or in the absence of water [7]. Fluorine atoms therein were replaced by the action of such nucleophiles as hydrazine in alcohol [8], sodium azide in DMSO [9], and potassium hydroxide in tert-butyl alcohol [10].…”

“…Trichloro-4,6-difluorophenol(6) 19. F NMR spectrum (from the spectrum of isomer mixture), δ F , ppm: 27.4 d (6-F, J FF = 3 Hz), 41.6 d (4-F, J FF = 3 Hz).…”

Synthesis of 1,2-dichlorotetrafluoro- and 1,2,4-trichlorotrifluorobenzenes

“…Compound II, as well as other isomeric trichlorotrifluorobenzenes, was subjected to hydrodechlorination by the action of Cu-H 2 O [11] and Zn in DMF both in the presence and in the absence of water [12].…”