Abstract
In triflic acid, 1-amino-2-nitroene derivatives undergo a C, O-diprotonation followed by the loss of (protonated) water, to form the >C=N ⊕< conjugated hydroxynitrilium ions that can react, in a competitive way, either with TfO ⊖ or with added C 6H 6. The resulting phenylated dications can be selectively reduced by NaBH 4 at the iminium bond moiety. A protonated nitroso derivative was also isolated as its triflate salt. Structure, reactivity and mechanism of these reactions are discussed.
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