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Structural Studies by NMR and X-Ray Crystallography of N-(p-Toluenesulfonyl)-Amino Acids
Authors:Aguilar-Castro  Liliana  Tlahuextl  Margarita  Tapia-Benavides  Antonio R  Alvarado-Rodríguez  José Guadalupe
Institution:(1) Centro de Investigaciones Químicas, Universidad A. del Estado de Hidalgo, Pachuca, Hgo., México
Abstract:N-(p-Toluenesulfonyl)-glycine 7 and analogous derivatives of d,l-alanine 8, L-valine 9, L-leucine 10, L-isoleucine 11, and L-phenylalanine 12 were synthesized by condensation of the amino acid with p-toluenesulfonyl chloride. The presence of intermolecular hydrogen bonding was established by variable NMR spectroscopy. The molecular structure and intermolecular interactions of N-(p-toluenesulfonyl)–d,l-alanine and N-(p-toluenesulfonyl)–L-valine were corroborated by X-ray diffraction (XRD) experiments.
Keywords:Hydrogen bonding  sulfonylamides  amino acids  VT-NMR
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