Electroreduction of primary nitramines on platinum in MeCN

Article abstract of DOI:10.1007/BF02494405

Reduction of primary nitramines RNHNO₂ (R = Me, Et, Prⁱ, α-pyridyl) in anhydrous MeCN at a Pt cathode was studied by voltammetry and electrolysis. The process includes one-electron transfer and nitramine deprotonation to give the corresponding anions. The products of N-alkylation of these anions can be obtained only when their potassium salts are used (but not tetrabutylammonium salts). This is due to the effects of ion association, which influence the dual reactivity of the anions under investigation.