Abstract
1H-NMR spectroscopic analysis indicates that cucurbit[7]uril can form a stable inclusion complex with 1,6-hexanediamine, while cucurbit[5]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 cucurbit[8]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 cucurbit[n]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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Liu, S., Wu, X., Huang, Z. et al. Construction of Pseudorotaxanes and Rotaxanes Based on Cucurbit[n]uril. J Incl Phenom Macrocycl Chem 50, 203–207 (2004). https://doi.org/10.1007/s10847-004-6472-4
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DOI: https://doi.org/10.1007/s10847-004-6472-4