A redução eletroquímica de aminas alifáticas protegidas pelo grupo 4-e 3-nitrobenzoila em N,N-dimetilformamida foi estudada. Os compostos são reduzidos em duas etapas catódicas. A primeira em aproximadamente -1 V vs. ECS ocorre com a formação de radicais ânions relativamente estáveis, envolvendo a transferência de um elétron. A redução ao diânion ocorre no intervalo de -1,5 e -2,0 V vs. ECS por um processo ECE, conduzindo à clivagem da ligação CN com rendimentos acima de 50%.The electrochemical reduction of aliphatic amines protected by the 4-and 3-nitrobenzoyl group in N,N-dimethylformamide was reported. The compounds are reduced in two cathodic steps. The first one at about -1 V vs. SCE occurs with the formation of the rather stable anion radicals, involving one electron transfer . The reduction to dianion occurs at potentials between -1.5 and -2.0 V vs. SCE by an ECE process and leads to cleavage of the CN bond in yields above 50%. FAPESP helped in meeting the publication costs of this article Figure 3. Cyclic voltammograms of N-N-butyl-4-nitrobenzamide 10 mmol dm -3 . (---) before, (-) after electrolysis. Potential scan rate 0.10 V s -1 . (I) -1.25 V vs. SCE; (II) -2.07 V vs. SCE.
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