A Vibrational and Theoretical Interpretation of the Conformation of Monoand Disubstituted NBenzylideneanilines

Figueroa, Keny; Campos-Vallette, Marcelo; Venegas, Diego; Quiroz, Andrés; Quezada, Elias

Keywords: N-benzylideneanilines, infrared frequencies, CNDO calculations, internal energy transfer

Abstract

Infrared data for N-benzylideneanilines mono- and disubstituted predict, in agreement with CNDO molecular orbital calculations, that the internal energy transfer is induced mainly by a donor group in para position of the benzylidene ring; this effect confers to this molecular portion a prevalent planar structure. However, the charge transfer is restricted by a steric interaction between one of the ortho hydrogen atoms of the aniline ring and the azomethine hydrogen; this situation constraints this molecular portion to adopt a major non planar conformation.

Más información

Título de la Revista: SPECTROSCOPY LETTERS
Volumen: 4
Número: 4
Editorial: TAYLOR & FRANCIS INC
Fecha de publicación: 1991
Página de inicio: 589
Página final: 596
Idioma: English
DOI:

http://dx.doi.org/10.1080/00387019108018140