Ab initio calculations performed on three anions, substituted by stron
g electron withdrawing groups CF3SO2, brought useful information on th
e anion geometries and stabilities as well as on the charge delocaliza
tion. Thus the carbanion exhibits a planar optimized geometry while, a
ccording to HOMO values, the stability vs. oxidation is best for the i
mide anion. Moreover the absolute hardness, calculated from the HOMO a
nd LUMO energy levels, show that this latter is the hardest base among
the three previous anions.