Construction of Pseudorotaxanes and Rotaxanes Based on Cucurbit[n]uril |
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Authors: | Simin Liu Xiaojun Wu Zixiang Huang Junhua Yao Feng Liang Chengtai Wu |
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Institution: | (1) Department of Chemistry, Wuhan University, Wuhan, 430072, P.R. China;(2) Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian, 350002, P.R. China;(3) Instrumentation Analysis and Research Center, Sun Yat-Sen University, Guangzhou, 510275, P.R. China |
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Abstract: | 1H-NMR spectroscopic analysis indicates that cucurbit7]uril can form a stable inclusion complex with 1,6-hexanediamine, while cucurbit5]uril cannot form pseudorotaxane with 1,6-hexanediamine under our experimental conditions. This was confirmed by the crystal structure of the complex. The cavity of cucurbit8]uril seems to be large for binding 1,6-hexanediamine efficiently. And a simple, mild, high-yield (>80%) method has been described for the synthesis of rotaxanes through the self-assembly of pseudorotaxanes of cucurbitn]uril (n=6, 7)/1, 6-hexanediamine and sodium tetraphenylborate. The obtained rotaxanes are held intact solely by noncovalent interactions, and are characterized by elemental analysis, 1H-NMR, ESI-MS and MALDI-TOF MS. |
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Keywords: | cucurbit[n]uril inclusion complex rotaxane self-assembly |
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