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

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...

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Main Authors: Noemí Waksman, Ricardo Gómez-Flores, Reyes Tamez-Guerra, Cristina Rodríguez-Padilla, Adolfo Caballero-Quintero, Juan F. Colunga-Valladares, Ramiro Quintanilla-Licea
Format: Article
Language:English
Published: MDPI AG 2002-08-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/7/8/662/
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author Noemí Waksman
Ricardo Gómez-Flores
Reyes Tamez-Guerra
Cristina Rodríguez-Padilla
Adolfo Caballero-Quintero
Juan F. Colunga-Valladares
Ramiro Quintanilla-Licea
author_facet Noemí Waksman
Ricardo Gómez-Flores
Reyes Tamez-Guerra
Cristina Rodríguez-Padilla
Adolfo Caballero-Quintero
Juan F. Colunga-Valladares
Ramiro Quintanilla-Licea
author_sort Noemí Waksman
collection DOAJ
description 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.
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spelling doaj.art-ee07f44598694393854b2ca64d8302f62022-12-22T01:51:20ZengMDPI AGMolecules1420-30492002-08-017866267310.3390/70800662NMR Detection of Isomers Arising from Restricted Rotation of the C-N Amide Bond of N-Formyl-o-toluidine and N,N’-bis-Formyl-o-tolidineNoemí WaksmanRicardo Gómez-FloresReyes Tamez-GuerraCristina Rodríguez-PadillaAdolfo Caballero-QuinteroJuan F. Colunga-ValladaresRamiro Quintanilla-LiceaFull 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.http://www.mdpi.com/1420-3049/7/8/662/Amide bondrestricted rotation1H-NMR13C-NMRNOE
spellingShingle Noemí Waksman
Ricardo Gómez-Flores
Reyes Tamez-Guerra
Cristina Rodríguez-Padilla
Adolfo Caballero-Quintero
Juan F. Colunga-Valladares
Ramiro Quintanilla-Licea
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
Amide bond
restricted rotation
1H-NMR
13C-NMR
NOE
title 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
title_full 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
title_fullStr 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
title_full_unstemmed 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
title_short 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
title_sort nmr detection of isomers arising from restricted rotation of the c n amide bond of n formyl o toluidine and n na¢a€a™ bis formyl o tolidine
topic Amide bond
restricted rotation
1H-NMR
13C-NMR
NOE
url http://www.mdpi.com/1420-3049/7/8/662/
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