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Solubilization of substituted indole compounds by beta-cyclodextrin in water
Authors:Cao J  Zhao C  Huang L  Ding Y  Wang L  Han S
Institution:

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

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.
Keywords:Substituted indole compounds  β-cyclodextrin  Inclusion complex  Stability
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