The Cathodic Cleavage of the Nitrobenzoyl Group from Protected Aliphatic Amines in N,N-Dimethylformamide
Loading...
External sources
External sources
Date
Advisor
Coadvisor
Graduate program
Undergraduate course
Journal Title
Journal ISSN
Volume Title
Publisher
Sociedade Brasileira de Química
Type
Article
Access right
Acesso aberto
External sources
External sources
Abstract
Abstract (portuguese)
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%.
Abstract (english)
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%.
Description
Keywords
nitrobenzoyl group, cathodic cleavage, aliphatic amines
Language
English
Citation
Journal of the Brazilian Chemical Society. Sociedade Brasileira de Química, v. 10, n. 3, p. 176-180, 1999.
