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Citation: LIU Ji-Jun, TIAN He. Synthesis of a Novel[2]Rotaxane with α-Cyclodextrin as the Macrocycle[J]. Chinese Journal of Applied Chemistry, ;2007, 24(8): 863-867. shu

Synthesis of a Novel[2]Rotaxane with α-Cyclodextrin as the Macrocycle

LIU Ji-Jun ,
TIAN He ^,

1.
Laboratory for Advanced Materials & Institute of Fine Chemicals, East China University of Science & Technology, Shanghai 200237

Corresponding author: TIAN He,
Received Date: 25 August 2006
Available Online: 29 October 2006
Fund Project: 国家自然科学基金资助课题(90401026) (90401026)

The synthesis of a novel rotaxane containing α-CD (α-cyclodextrin) as the macrocycle,stilbene as the ‘string’ and the isophthalic acid as stopper via a palladium-catalyzed Suzuki coupling reaction in water at room temperature and supramolecular self-assembly was reported.Concentrated HCl was added to the reaction solution to change the pH value of the reaction solution after the reaction finished.The rotaxane could be separated from the reaction solution which contained excessive α-CD by extraction with n-butanol and then the rotaxane containing one α-CD macrocycle was purified by silica gel.The solubility of rotaxane could be tuned up by changing the structure of the ‘string’ in order to get the rotaxane which was soluble in organic solvent.The molar ratio of α-CD to the ‘string’ was 1:1 and the rotaxane was [2] rotaxane according to the results of ¹H NMR spectroscopy and mass spectrometry of rotaxane.
- α-cyclodextrin,
- rotaxane,
- supramolecule,
- self-assembly
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