SciELO - Scientific Electronic Library Online

 
vol.27 issue1Local anesthetics: interaction with human erythrocyte membranes as studied by ¹H and 31P nuclear magnetic resonanceNovel neutral iron(II) isocyanide maleonitrile dithiolate [Fe(S2C2(CN)2)(t-BuNC) 4] compound author indexsubject indexarticles search
Home Pagealphabetic serial listing  

Services on Demand

Journal

Article

Indicators

Related links

Share


Química Nova

Print version ISSN 0100-4042On-line version ISSN 1678-7064

Abstract

ESTEVES-SOUZA, Andressa; ECHEVARRIA, Aurea; SANT'ANNA, Carlos Mauricio R.  and  NASCIMENTO, Maria da Graça. Experimental and theoretical study of the reduction of Schiff bases derivated from 3,3-diphenylpropilamine. Quím. Nova [online]. 2004, vol.27, n.1, pp.72-75. ISSN 0100-4042.  https://doi.org/10.1590/S0100-40422004000100015.

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.

Keywords : Schiff bases; 3,3-diphenylpropylamines; semi-empirical methods.

        · text in Portuguese     · Portuguese ( pdf )

 

Creative Commons License All the contents of this journal, except where otherwise noted, is licensed under a Creative Commons Attribution License