Abstract
AbstractThe protonation of certain triarylamines and two N‐arylcarbazoles with trifluoromethanesulfonic acid yields, besides of N‐protonated species with ammonium salt structure, C‐substituted iminium salts with a cylohexa‐1,2‐ or 1,4‐diene structure also. The last mentioned compounds could be detected in some cases only by deuteration experiments. Whereas the C‐substituted iminium salts are formed with triphenylamine and 1‐(N,N‐diphenyl)in a very low extent, they are formed with other naphthylamine and carbazole derivates in higher yields. In accordance with this finding, all per‐aryl substituted amines studied could be transformed by reaction with deuterated trifluormethanesulfonic acid into C‐deuterated species with different deuterium content.
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