Producción Científica Profesorado

1 H, 13C, 15N, 2D and variable temperature NMR study of the role of hydrogen bonding in the structure and conformation of oxamide derivatives



Tlahuextl Romero, Angela Margarita

1993

Francisco Javier Martínez-Martínez, Armando Ariza-Castolo, Hugo Tlahuext, Margarita Tlahuextl, Rosalinda Contreras, 1H, 13C, 15N, 2D and variable temperature NMR study of the role of hydrogen bonding in the structure and conformation of oxamide derivatives, J. Chem. Soc. Perkin Trans. 2, 1481-1485 (1993). DOI: 10.1039/P29930001481


Abstract


The structure and conformation of N,N?-bis[(2-hydroxy)phenyl]oxamide (1); N,N?-bis[(2-methoxy)-phenyl]oxamide (2); N,N?-bis(phenyl)oxamide (3); N,N?-bis[(1R,2S)-()-norephedrine]oxamide (4); N,N?-bis[(1R,2R)-()-norpseudoephedrine]oxamide (5); N-[(2-hydroxy)phenyl]methylamide (6); N-[(2-methoxy)phenyl]methylamide (7); N-phenylmethylamide (8); N-[()-norephedrine]-methylamide (9) and N-[()-norpseudoephedrine]methylamide (10) were unambiguously established by 1H, 13C, 15N, 2D and variable temperature NMR spectroscopy. A careful NMR investigation of the conformational behaviour in these systems was relevant. It has been found that the dicarbonylic group in compounds 15 has a trans geometry, stabilized by intramolecular hydrogen bonding and that they possess a C2 axis. Compounds 1 and 2 are planar and compounds 1, 2, 4 and 5 present the amidic proton coordinated by two oxygen atoms.



Producto de Investigación




Artículos relacionados

1,4,7,8-Triazaborabicyclooctanesfirst examples of new boron heterocycles [1,2]

Synthesis of Zn compounds derived from 1H-benzimidazol-2-ylmethanamine

trans-Bis[2-(aminomethyl)-1H-benzimidazole-2N2,N3]aquacopper(II) dichloride dihydrate

trans-Bis[2-(aminomethyl)-1H-benzimidazole-2N2,N3]aquacopper(II) dichloride dihydrate

Acid-base equilibrium studies of 2-(aminomethyl)benzimidazolein aqueous solution

Speciation of the new ligand di-isopropyliminodiacetoamide with Cu(II) using computational processin...

SYNTHESIS OF NOVEL DINUCLEAR COMPLEXES OF Fe(O) DERIVED FROM 1,2-DICARBONYLIC MONOHYDRAZONES

Addition reactions of protonic reagents to optically active 2-phenyl-1,3,2-oxazaborolines

ChemInform Abstract: Syntheses of N-Substituted 2,5-Piperazindiones.

Synthesis and structural studies of new N-(p-toluenesulfonyl)amino acid o-phenolamides