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Unexpected solvent effect on the binding of positively-charged macrocycles to neutral aromatic hydrocarbons
Yu-Mei Wang1, Huan Yao, Mao Quan
1State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541004, China. panym@mailbox.gxnu.edu.cn.
Abstract:
Two positively-charged naphthotubes with imidazolium as the bridges were synthesized and their structures have been characterized by 1H NMR, MS, and X-ray crystallography. These naphthotubes are capable of binding aromatic hydrocarbons. Surprisingly, the binding affinities are much higher in CD3CN than in CD2Cl2. The solvent effect on the ion pairing interactions and competitive binding of CD2Cl2 was invoked to explain this unusual phenomenon.
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