Superelectrophilic Csp3–H bond fluorination of aliphatic amines in superacid: the striking role of ammonium–carbenium dications

Abstract

The superacid-promoted electrophilic Csp³–H bond activation of aliphatic amines generates superelectrophilic species that can be subsequently fluorinated. Demonstrated by low-temperature in situ NMR experiments, the ammonium–carbenium dications, crucial for this reaction, can also react with C–H bonds opening future synthesis perspectives for this mode of activation.