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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) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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