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Molecules 2002, 7(8), 662-673; doi:10.3390/70800662
Article

NMR Detection of Isomers Arising from Restricted Rotation of the C-N Amide Bond of N-Formyl-o-toluidine and N,N’-bis-Formyl-o-tolidine

1,* , 2, 3, 1, 1, 1 and 3
1 Facultad de Ciencias Biológicas, Universidad Autónoma de Nuevo León, Pedro de Alba s/n, Ciudad Universitaria, San Nicolás de los Garza, Nuevo León, México 2 Facultad de Ciencias Químicas, Universidad Autónoma de Nuevo León, Pedro de Alba s/n, Ciudad Universitaria, San Nicolás de los Garza, Nuevo León, México 3 Facultad de Medicina, Universidad Autónoma de Nuevo León, Pedro de Alba s/n, Ciudad Universitaria, San Nicolás de los Garza, Nuevo León, México
* Author to whom correspondence should be addressed.
Received: 19 April 2002 / Revised: 28 July 2002 / Accepted: 13 August 2002 / Published: 31 August 2002
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Abstract

Full and unambiguous assignment of all 1H- and 13C-NMR resonances of the isomers due to restricted C-N amide bond rotation of N-formyl-o-toluidine and N,N'-bis-formyl-o-tolidine in DMSO-d6 is reported. The cis-isomer predominates in the equilibrium mixture of both compounds as 1D-NOE difference experiments show.
Keywords: Amide bond; restricted rotation; 1H-NMR; 13C-NMR; NOE Amide bond; restricted rotation; 1H-NMR; 13C-NMR; NOE
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Quintanilla-Licea, R.; Colunga-Valladares, J.F.; Caballero-Quintero, A.; Rodríguez-Padilla, C.; Tamez-Guerra, R.; Gómez-Flores, R.; Waksman, N. NMR Detection of Isomers Arising from Restricted Rotation of the C-N Amide Bond of N-Formyl-o-toluidine and N,N’-bis-Formyl-o-tolidine. Molecules 2002, 7, 662-673.

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