Solubilization of substituted indole compounds by beta-cyclodextrin in water |
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Authors: | Cao J Zhao C Huang L Ding Y Wang L Han S |
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Affiliation: | a Pollution Control and Resources Reuse National Key Laboratory, Department of Environmental Science and Engineering, Nanjing University, Nanjing 210093 People's Republic of China b Department of Energy Resources Utilization and Organic Chemistry Engineering, China University of Mining and Technology, Xuzhou 221008, People's Republic of China |
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Abstract: | The solubilization of four pairs of substituted indole compounds (SICs) by β-cyclodextrin (β-CD) in water was investigated. The results show that 1,2,3,4-tetrahydrocarbazole and N-methyl-1,2,3,4-tetrahydrocarbazole form 1:1 inclusion complexes with β-CD, while the other six SICs form 1:2 inclusion complexes, respectively. To each pair of SICs with similar structures, the differences between their solubilization in β-CD/water solutions has been explained by the difference of their contact area within the β-CD cavity, the difference of their molecule polarity, or the presence of hydrogen bond between SIC molecule and β-CD molecule. |
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Keywords: | Substituted indole compounds β-cyclodextrin Inclusion complex Stability |
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