The cathodic cleavage of the nitrobenzoyl group from protected aliphatic amines in N,N-dimethylformamide

Detalhes bibliográficos
Autor(a) principal: Jorge, SMA
Data de Publicação: 1999
Outros Autores: Campos, P. M. de, Stradiotto, N. R.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://hdl.handle.net/11449/195687
Resumo: 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%.
id UNSP_f6eb1edf114b9b866f896bdc5225d195
oai_identifier_str oai:repositorio.unesp.br:11449/195687
network_acronym_str UNSP
network_name_str Repositório Institucional da UNESP
repository_id_str 2946
spelling The cathodic cleavage of the nitrobenzoyl group from protected aliphatic amines in N,N-dimethylformamidenitrobenzoyl groupcathodic cleavagealiphatic aminesThe 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%.UNESP, Inst Biociencias, Dept Quim, BR-18618000 Botucatu, SP, BrazilUSP, Fac Filosofia Ciencias & Letras Ribeirao Pret, Dept Quim, BR-14040901 Ribeirao Preto, SP, BrazilUNESP, Inst Biociencias, Dept Quim, BR-18618000 Botucatu, SP, BrazilSoc Brasileira QuimicaUniversidade Estadual Paulista (Unesp)Universidade de São Paulo (USP)Jorge, SMACampos, P. M. deStradiotto, N. R.2020-12-10T18:00:16Z2020-12-10T18:00:16Z1999-05-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article176-180Journal Of The Brazilian Chemical Society. Sao Paulo: Soc Brasileira Quimica, v. 10, n. 3, p. 176-180, 1999.0103-5053http://hdl.handle.net/11449/195687WOS:000082146800003Web of Sciencereponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal Of The Brazilian Chemical Societyinfo:eu-repo/semantics/openAccess2021-10-23T10:37:17Zoai:repositorio.unesp.br:11449/195687Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T20:51:24.801319Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv The cathodic cleavage of the nitrobenzoyl group from protected aliphatic amines in N,N-dimethylformamide
title The cathodic cleavage of the nitrobenzoyl group from protected aliphatic amines in N,N-dimethylformamide
spellingShingle The cathodic cleavage of the nitrobenzoyl group from protected aliphatic amines in N,N-dimethylformamide
Jorge, SMA
nitrobenzoyl group
cathodic cleavage
aliphatic amines
title_short The cathodic cleavage of the nitrobenzoyl group from protected aliphatic amines in N,N-dimethylformamide
title_full The cathodic cleavage of the nitrobenzoyl group from protected aliphatic amines in N,N-dimethylformamide
title_fullStr The cathodic cleavage of the nitrobenzoyl group from protected aliphatic amines in N,N-dimethylformamide
title_full_unstemmed The cathodic cleavage of the nitrobenzoyl group from protected aliphatic amines in N,N-dimethylformamide
title_sort The cathodic cleavage of the nitrobenzoyl group from protected aliphatic amines in N,N-dimethylformamide
author Jorge, SMA
author_facet Jorge, SMA
Campos, P. M. de
Stradiotto, N. R.
author_role author
author2 Campos, P. M. de
Stradiotto, N. R.
author2_role author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
Universidade de São Paulo (USP)
dc.contributor.author.fl_str_mv Jorge, SMA
Campos, P. M. de
Stradiotto, N. R.
dc.subject.por.fl_str_mv nitrobenzoyl group
cathodic cleavage
aliphatic amines
topic nitrobenzoyl group
cathodic cleavage
aliphatic amines
description 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%.
publishDate 1999
dc.date.none.fl_str_mv 1999-05-01
2020-12-10T18:00:16Z
2020-12-10T18:00:16Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv Journal Of The Brazilian Chemical Society. Sao Paulo: Soc Brasileira Quimica, v. 10, n. 3, p. 176-180, 1999.
0103-5053
http://hdl.handle.net/11449/195687
WOS:000082146800003
identifier_str_mv Journal Of The Brazilian Chemical Society. Sao Paulo: Soc Brasileira Quimica, v. 10, n. 3, p. 176-180, 1999.
0103-5053
WOS:000082146800003
url http://hdl.handle.net/11449/195687
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Journal Of The Brazilian Chemical Society
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 176-180
dc.publisher.none.fl_str_mv Soc Brasileira Quimica
publisher.none.fl_str_mv Soc Brasileira Quimica
dc.source.none.fl_str_mv Web of Science
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
_version_ 1808129258408640512