The cathodic cleavage of the nitrobenzoyl group from protected aliphatic amines in N,N-dimethylformamide
Autor(a) principal: | |
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Data de Publicação: | 1999 |
Outros Autores: | , |
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%. |
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Repositório Institucional da UNESP |
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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 |