Producción Científica Profesorado

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



Tlahuextl Romero, Angela Margarita

2008

Aguilar-Castro Liliana , Tlahuextl Margarita , Mendoza-Huizar Luis H., Tapia-Benavides* Antonio R., Tlahuext Hugo, Hydrogen bond studies in substituted N-(2-hydroxyphenyl)-2-[(4-methylbenzenesulfonyl)amino]acetamides,Arkivoc, v, 210-226 (2008). ARKAT USA. ISSN: 1551-7012


Abstract


Six substituted N-(2-hydroxyphenyl)-2-[(4-methylbenzensulfonyl)amino]acetamides 7-12 have been synthesized from 2-amino-3-nitrophenol, 2-amino-4-nitrophenol, 2-amino-5-nitrophenol, 2-amino-4-chlorophenol, 2-amino-4-tert-butylphenol, 2-amino-4-chloro-5-nitrophenol, and the [(4-methylbenzenesulfonyl)amino]acetyl chloride derivative of [(4-methylbenzenesulfonyl)amino]acetic acid. These compounds have been characterized by FAB mass spectrometry, IR, and NMR (1H, 13C, 15N) spectroscopy. Variable temperature NMR experiments on compounds 7-12 gave evidence for the formation of intra- and intermolecular hydrogen-bonds in solution. The molecular structure of 7 and 12 was determined by X-ray crystallography. The electronic behavior of the intramolecular hydrogen-bonds in these compounds was established by NBO studies.



Producto de Investigación




Artículos relacionados

Chlorination reactions of ephedrines revisited. Stereochemistry and functional groups effect on the ...

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

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

Coordination chemistry of iminodiacetic esters. Structural and spectroscopic characterization of cop...

Synthesis and structural studies of N-(p-toluenesulfonyl)-amino acid 3,5-di-tert-butyl-2-phenolamide...

Synthesis and structural studies of N-(p-toluenesulfonyl)-amino acid 3,5-di-tert-butyl-2-phenolamide...

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

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...

1 H, 13C, 15N, 2D and variable temperature NMR study of the role of hydrogen bonding in the structur...