Estudo experimental e teórico da redução de bases de Schiff derivadas da 3,3-difenilpropilamina

Detalhes bibliográficos
Autor(a) principal: Esteves-Souza,Andressa
Data de Publicação: 2004
Outros Autores: Echevarria,Aurea, Sant'Anna,Carlos Mauricio R., Nascimento,Maria da Graça
Tipo de documento: Artigo
Idioma: por
Título da fonte: Química Nova (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422004000100015
Resumo: A series of seven Schiff bases have been synthesized from 3,3-diphenylpropilamine and substituted benzaldehydes. These imines were treated with NaBH4 in ethanol affording the corresponding amines in 98-55% yields. A molecular modeling study was performed with the Schiff bases in order to compare the theoretical parameters with the experimental results. The theoretical parameters were obtained by AM1 and PM3 semi-empirical methods. The analysis of charge, electron densities and LUMO coefficients suggested that the most favorable interactions should occur with Schiff bases containing electron-donating groups, in accordance with experimental yields, showing that the higher reactivity is due to higher electrophilic character of imine carbons.
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spelling Estudo experimental e teórico da redução de bases de Schiff derivadas da 3,3-difenilpropilaminaSchiff bases3,3-diphenylpropylaminessemi-empirical methodsA series of seven Schiff bases have been synthesized from 3,3-diphenylpropilamine and substituted benzaldehydes. These imines were treated with NaBH4 in ethanol affording the corresponding amines in 98-55% yields. A molecular modeling study was performed with the Schiff bases in order to compare the theoretical parameters with the experimental results. The theoretical parameters were obtained by AM1 and PM3 semi-empirical methods. The analysis of charge, electron densities and LUMO coefficients suggested that the most favorable interactions should occur with Schiff bases containing electron-donating groups, in accordance with experimental yields, showing that the higher reactivity is due to higher electrophilic character of imine carbons.Sociedade Brasileira de Química2004-02-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422004000100015Química Nova v.27 n.1 2004reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0100-40422004000100015info:eu-repo/semantics/openAccessEsteves-Souza,AndressaEchevarria,AureaSant'Anna,Carlos Mauricio R.Nascimento,Maria da Graçapor2004-03-09T00:00:00Zoai:scielo:S0100-40422004000100015Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2004-03-09T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Estudo experimental e teórico da redução de bases de Schiff derivadas da 3,3-difenilpropilamina
title Estudo experimental e teórico da redução de bases de Schiff derivadas da 3,3-difenilpropilamina
spellingShingle Estudo experimental e teórico da redução de bases de Schiff derivadas da 3,3-difenilpropilamina
Esteves-Souza,Andressa
Schiff bases
3,3-diphenylpropylamines
semi-empirical methods
title_short Estudo experimental e teórico da redução de bases de Schiff derivadas da 3,3-difenilpropilamina
title_full Estudo experimental e teórico da redução de bases de Schiff derivadas da 3,3-difenilpropilamina
title_fullStr Estudo experimental e teórico da redução de bases de Schiff derivadas da 3,3-difenilpropilamina
title_full_unstemmed Estudo experimental e teórico da redução de bases de Schiff derivadas da 3,3-difenilpropilamina
title_sort Estudo experimental e teórico da redução de bases de Schiff derivadas da 3,3-difenilpropilamina
author Esteves-Souza,Andressa
author_facet Esteves-Souza,Andressa
Echevarria,Aurea
Sant'Anna,Carlos Mauricio R.
Nascimento,Maria da Graça
author_role author
author2 Echevarria,Aurea
Sant'Anna,Carlos Mauricio R.
Nascimento,Maria da Graça
author2_role author
author
author
dc.contributor.author.fl_str_mv Esteves-Souza,Andressa
Echevarria,Aurea
Sant'Anna,Carlos Mauricio R.
Nascimento,Maria da Graça
dc.subject.por.fl_str_mv Schiff bases
3,3-diphenylpropylamines
semi-empirical methods
topic Schiff bases
3,3-diphenylpropylamines
semi-empirical methods
description A series of seven Schiff bases have been synthesized from 3,3-diphenylpropilamine and substituted benzaldehydes. These imines were treated with NaBH4 in ethanol affording the corresponding amines in 98-55% yields. A molecular modeling study was performed with the Schiff bases in order to compare the theoretical parameters with the experimental results. The theoretical parameters were obtained by AM1 and PM3 semi-empirical methods. The analysis of charge, electron densities and LUMO coefficients suggested that the most favorable interactions should occur with Schiff bases containing electron-donating groups, in accordance with experimental yields, showing that the higher reactivity is due to higher electrophilic character of imine carbons.
publishDate 2004
dc.date.none.fl_str_mv 2004-02-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422004000100015
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422004000100015
dc.language.iso.fl_str_mv por
language por
dc.relation.none.fl_str_mv 10.1590/S0100-40422004000100015
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Química Nova v.27 n.1 2004
reponame:Química Nova (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Química Nova (Online)
collection Química Nova (Online)
repository.name.fl_str_mv Química Nova (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv quimicanova@sbq.org.br
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