Synthesis and structural studies of N-(p-toluenesulfonyl)-amino acid 3,5-di-tert-butyl-2-phenolamides |
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| Authors: | Margarita Tlahuextl Liliana Aguilar-Castro Carlos Camacho-Camacho Rosalinda Contreras Antonio R Tapia-Benavides |
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| Institution: | 1. Centro de Investigaciones Químicas, Universidad A. del Estado de Hidalgo. Carretera Pachuca-Tulancingo Km 4.5. U. Universitaria. C.P. 42074 Pachuca, Hidalgo, México;2. Departamento de Sistemas Biológicos, Universidad A. Metropolitana. Xochimilco, Calzada del Hueso 1100, Col. Villa Quietud, 3, 04960 México, D.F., México;3. Departamento de Química, Centro de Investigación y de Estudios Avanzados del IPN 14-740, 07000 México, D.F., México |
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| Abstract: | This paper describes the synthesis and structural studies of N-(p-toluenesulfonyl)-amino acid 3,5-di-tert-butyl-2-phenolamides by 1H, 13C, and 15N. The presence of intra- and intermolecular hydrogen bonds were studied by variable temperature NMR spectroscopy. The molecular structure of two amides in the solid state was determined by X-ray diffraction experiments. The results show that tert-butyl substituents in the phenolic ring have important effects in the nature of hydrogen bonds and conformation of these amides. © 2004 Wiley Periodicals, Inc. Heteroatom Chem 15:114–120, 2004; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10223 |
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