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

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

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

New 3,3?[2,2?-oxy-bis-(oxazaborolidine)]-ethylenes. Structural studies by NMR, X-ray, and quantum ch...

Hydrogen bond studies in substituted N-(2-hydroxyphenyl)--2-[(4-methylbenzenesulfonyl)amino]acetamid...

Three-center intramolecular hydrogen bonding in oxamide derivatives. NMR and X-ray diffraction study

Structural and spectroscopic characterisation of tris(2-benzimidazolylmethyl)amine coordination comp...

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

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

Diastereoselective alkylation of chiral glycinate derivatives containing the a-phenylethyl group.

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