Estudo experimental e teórico da redução de bases de Schiff derivadas da 3,3-difenilpropilamina
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...
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| Format: | Article |
| Language: | English |
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Sociedade Brasileira de Química
2004-01-01
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| Series: | Química Nova |
| Subjects: | |
| Online Access: | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422004000100015 |
| _version_ | 1818600460266766336 |
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| author | Esteves-Souza Andressa Echevarria Aurea Sant'Anna Carlos Mauricio R. Nascimento Maria da Graça |
| author_facet | Esteves-Souza Andressa Echevarria Aurea Sant'Anna Carlos Mauricio R. Nascimento Maria da Graça |
| author_sort | Esteves-Souza Andressa |
| collection | DOAJ |
| 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. |
| first_indexed | 2024-12-16T12:35:50Z |
| format | Article |
| id | doaj.art-324b009ec33b4ae595da57444e1699e4 |
| institution | Directory Open Access Journal |
| issn | 0100-4042 1678-7064 |
| language | English |
| last_indexed | 2024-12-16T12:35:50Z |
| publishDate | 2004-01-01 |
| publisher | Sociedade Brasileira de Química |
| record_format | Article |
| series | Química Nova |
| spelling | doaj.art-324b009ec33b4ae595da57444e1699e42022-12-21T22:31:34ZengSociedade Brasileira de QuímicaQuímica Nova0100-40421678-70642004-01-012717275Estudo experimental e teórico da redução de bases de Schiff derivadas da 3,3-difenilpropilaminaEsteves-Souza AndressaEchevarria AureaSant'Anna Carlos Mauricio R.Nascimento Maria da GraçaA 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.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422004000100015Schiff bases3,3-diphenylpropylaminessemi-empirical methods |
| spellingShingle | Esteves-Souza Andressa Echevarria Aurea Sant'Anna Carlos Mauricio R. Nascimento Maria da Graça Estudo experimental e teórico da redução de bases de Schiff derivadas da 3,3-difenilpropilamina Química Nova Schiff bases 3,3-diphenylpropylamines semi-empirical methods |
| title | 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_short | Estudo experimental e teórico da redução de bases de Schiff derivadas da 3,3-difenilpropilamina |
| title_sort | estudo experimental e teorico da reducao de bases de schiff derivadas da 3 3 difenilpropilamina |
| topic | Schiff bases 3,3-diphenylpropylamines semi-empirical methods |
| url | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422004000100015 |
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