N-Fluoro-bis[(trifluoromethyl)sulfonyl]imide: interesting reactions involving nucleophilic attack on sulfonyl groups

Trifluoromethanesulfonamides and Related Compounds

“…85 Since then, compounds of this type were extensively studied in the reactions with aromatics 86 and various nucleophiles. 87 Higher analogues, including nonsymmetrical N-fluoroimides R F SO 2 N(F)SO 2 R F ′, have also been synthesized and studied as fluorinating reagents for enones, diketones, aromatics, etc. 88 2.3.2.…”

“…The above N-fluorinated triflamide derivatives are among the most powerful electrophilic NF reagents, as was summarized in the middle 1990s . Since then, compounds of this type were extensively studied in the reactions with aromatics and various nucleophiles . Higher analogues, including nonsymmetrical N -fluoroimides R F SO 2 N(F)SO 2 R F ′, have also been synthesized and studied as fluorinating reagents for enones, diketones, aromatics, etc …”

FTIR and Raman Study of the Li[sub x]Ti[sub y]Mn[sub 1−y]O[sub 2] (y=0, 0.11) Cathodes in Methylpropyl Pyrrolidinium Bis(fluoro-sulfonyl)imide, LiTFSI Electrolyte

“…Ying et al 25 demonstrated the reactivity N-fluoro-bis͓͑perfluoroalkyl͒sulfonyl͔ imide with water. In polar solvents, water becomes a good nucleophile to attack the sulfonyl group in TFSI − .…”

Synthesis and characterization of poly(arylene ether sulfone) copolymers with sulfonimide side groups for a proton‐exchange membrane

“…However, for a sulfonimide group, there has not been any report related to degradation under fuel‐cell operating conditions. For a very reactive N ‐fluorosulfonimide, some reactions involving the sulfonyl group have been reported,25 but no such reaction has been reported for sulfonimide acid or salt forms. When the possibility of the hydrolytic degradation of a sulfonimide acid is considered, the hydrolysis of a similar structure, sulfonamide, may provide some insight.…”