Optical activity of the guest azobenzene molecule generated by inclusion complexation with steroidal bile acids |
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| Affiliation: | 1. Department of Chemistry, Technical University, 80-952 Gdańsk, Poland;2. Faculty of Chemistry, A. Mickiewicz University, 60-780 Poznań, Poland;1. Department of Analytical Chemistry, Marie Curie Building, Campus de Rabanales, University of Córdoba, E-14071 Córdoba, Spain;2. Department of Chemistry, University of Durham, South Road, DH1 3LE, UK;1. State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing, 100085, China;2. Division of Analytical and Environmental Toxicology, Department of Laboratory Medicine and Pathology, University of Alberta, Edmonton, Alberta T6G 2G3, Canada;1. Department of Chemistry and Biochemistry, University of California Los Angeles, Los Angeles, CA 90095-1569, USA;2. Department of Microbiology, Immunology, and Molecular Genetics, University of California Los Angeles, Los Angeles, CA 90095, USA;3. California NanoSystems Institute, University of California Los Angeles, Los Angeles, CA 90095, USA;1. Shandong Provincial Key Laboratory of Plant Stress, College of Life Science, Shandong Normal University, Jinan, 250014, PR China;2. Department of Evolution Behaviour and Environment, School of Life Sciences, University of Sussex, Falmer, Brighton, Sussex, BN1 9QG, UK;1. College of Chemistry and Materials Science, and Key Laboratory of Chemical Biology of Hebei Province, Hebei University, Baoding 071002, China;2. Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education, Hebei University, Baoding 071002, China;3. Chemical Engineering College, Hebei Normal University of Science and Technology, Qinhuangdao 066600, China |
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| Abstract: | The crystalline inclusion complexes of azobenzene 1 with cholic CA and deoxycholic DCA acid were prepared and their solid state CD spectra measured. The positive Cotton effect sign, corresponding to the lowest energy n–π* transition, was correlated with the M,M helicity of the twisted guest molecule. The absolute sense of twist of the enclathrated guest molecule 1 was deduced from the X-ray structure of the 1·CA complex. In addition, the solid state CD spectrum of the enantiomorphous crystals of methyl yellow 2 was measured. The source of the optical activity is a slight twisting of the constituent molecules and their helical arrangement in the crystal. |
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