Vibrational circular dichroism in hydrogen bond systems: Part II. Vibrational circular dichroism of the OH stretching vibration in 2,2-dimethyl-1,3-dioxolane-4-methanol
Affiliation:
1. Molecular Biology Unit, Institute of Medical Sciences, Banaras Hindu University, Varanasi 221005, India;2. Department of Chemistry and Biochemistry, University of Arkansas, Fayetteville, AR 72701, USA;1. Adam Mickiewicz University, Faculty of Chemistry, 89b Umultowska Str., 61-614 Poznan, Poland;2. Ruđer Bošković Institute, Divison of Materials Chemistry, Radiation Chemistry and Dosimetry Laboratory, Bijenička 54, 10000 Zagreb, Croatia;1. Departamento de Química Orgánica, Escuela Nacional de Ciencias Biológicas, Instituto Politécnico Nacional, Prolongación de Carpio y Plan de Ayala, Col. Santo Tomás, Mexico City 11340, Mexico;2. Departamento de Preparatoria Agrícola, Universidad Autónoma de Chapingo, Texcoco, Mexico 56230, Mexico;3. Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, Apartado 14-740, Mexico City 07000, Mexico;1. Consejo Nacional de Investigaciones Científicas y Técnicas de la República Argentina, CONICET, Argentina;2. Área de Biocoloides y Nanotecnología, Instituto de Tecnología de Alimentos, Facultad de Ingeniería Química, Universidad Nacional del Litoral, 1 de Mayo 3250, Santa Fe 3000, Argentina;1. College of Pharmaceutical Science, Soochow University, Suzhou 215123, China;2. National Center for Natural Products Research, and Department of Pharmacognosy, Research Institute of Pharmaceutical Sciences, School of Pharmacy, University of Mississippi, MS 38677, United States;3. College of Chemical, Biological and Material Engineering, Suzhou Science and Technology University, Suzhou 215009, China;1. MOE Key Laboratory of Environmental Remediation and Ecosystem Health, College of Environmental and Resource Sciences, Zhejiang University, Hangzhou 310058, China;2. Division of Engineering and Applied Science, W. M. Keck Laboratories, California Institute of Technology, 1200 East California Blvd., Pasadena, CA, 91125, USA
Abstract:
Vibrational circular dichroism (VCD) of the OH stretching band in 2,2-dimethyl-1,3- dioxolane-4-methanol has been studied. The OH stretching vibration for the intramolecularly hydrogen-bonded species in the (R)-enantiomer gives rise to a positive VCD band but no VCD band for the hydrogen-bond free species. It is shown that the G−G+ conformation in the intramolecular hydrogen bond system
