Selective synthesis of gem-chlorofluorinated nitrogen-containing derivatives after superelectrophilic activation in superacid HF/SbF5.
The first direct selective synthesis of novel gem-chlorofluorinated nitrogen-containing building blocks in superacid is reported. The dramatic role of the chlorine atom on the reaction is shown by in situ NMR experiments and allows the involvement of a novel original superelectrophilic activation process in superacid HF/SbF(5) to be postulated.
Laboratoire Synthèse et Réactivité des Substances Naturelles, UMR 6514, 40 avenue du Recteur Pineau, F-86022 Poitiers Cedex, France.
Fei
F
Liu
Agnès
A
Martin-Mingot
Marie-Paule
MP
Jouannetaud
Christian
C
Bachmann
Gilles
G
Frapper
Fabien
F
Zunino
Sébastien
S
Thibaudeau
D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D000965:Antimony / Q000737:chemistry*; D005459:Fluorides / Q000737:chemistry*; D006858:Hydrofluoric Acid / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D000588:Amines; C529140:antimony pentafluoride; D000965:Antimony; D005459:Fluorides; D006858:Hydrofluoric Acid