Lm. Yagupolskii et Yl. Yagupolskii, NEW TRENDS IN THE CHEMISTRY OF AROMATIC-COMPOUNDS WITH FLUORINE-CONTAINING SUBSTITUENTS, Journal of fluorine chemistry, 72(2), 1995, pp. 225-229
Recently, new methods for the introduction of fluorine-containing subs
tituents into aromatic compounds have been developed in our Department
and new types of organic substances synthesized. Emphasis has been pl
aced not only on the 'classic' groups, such as the fluorine atom or pe
rfluoro-aIkyl and -alkenyl fragments, but mainly on substituents with
perfluoroalkyl groups separated from the nuclei by the heteroatoms oxy
gen, sulfur (in valency states 2, 4 and 6), nitrogen and metals. We ha
ve also developed new principles for the construction of super-strong
electron-withdrawing substituents and superstrong acids. This approach
consists in replacing the sp(2)-oxygen atom in various groups with th
e =NSO2CF3 radical and has been confirmed by examples of substituents
with the central atoms consisting of sulfur in different valence state
s, carbon, phosphorus and iodine. From this principle, a stable substi
tuent with sigma(p) constant 1.76, equal to three nitro groups in its
influence toward benzene nuclei, has been constructed.