A meta effect on the methoxy-group conformation is studied from both an experimental and a theoretical point of view. Experimental NMR data show that, while in m-anisaldehyde (I) both side-chain groups undergo a restricted rotation, in 2,5-dimethoxybenzaldehyde (II) the methoxy group in ring position 5 is held fixed in a cis conformation with respect to the aldehyde group, which, in turn, presents a carbonyl cis conformation toward that methoxy group. PCILO calculations follow quite closely, in a qualitative sense, all observed trends. © 1983 American Chemical Society.
| Documento: | Artículo |
| Título: | Nuclear magnetic resonance and PCILO study of the side-chain conformations in m-anisaldehyde and 2,5-dimethoxybenzaldehyde |
| Autor: | Natiello, M.A.; Contreras, R.H.; Facelli, J.C.; De Kowalewski, D.G. |
| Filiación: | Departmamento de Física, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón I, 1428 Buenos Aires, Argentina Argentine National Research Council (CONICET) |
| Año: | 1983 |
| Volumen: | 87 |
| Número: | 14 |
| Página de inicio: | 2603 |
| Página de fin: | 2607 |
| DOI: | http://dx.doi.org/10.1021/j100237a027 |
| Título revista: | Journal of Physical Chemistry |
| ISSN: | 00223654 |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223654_v87_n14_p2603_Natiello |
