Abstract
The synthesis of N-(2-SF5-ethyl)amines is reported via the SN2 reaction between various amines and 2-(pentafluoro-λ6-sulfanyl)ethyl trifluoromethanesulfonate as the SF5-containing electrophile. A total of 14 examples of SF5-containing aliphatic amines were synthesized, with yields going from 19 to 92%. Moreover, the effect of the SF5 substituent on the basicity and the lipophilicity of the amine was evaluated, and the SF5 group showed to decrease both the pKaH and the log D (pH = 7.0) values.
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