Abstract

For achieving the on–off operation of the superstructure formation of hermaphrodite cyclodextrin derivatives, we synthesized azobenzene-modified permethylated α-cyclodextrins, 1 and 2 . These compounds formed Janus [2]pseudorotaxanes in CD 3OD–D 2O mixtures. The E- Z photoisomerization of 1 by UV light irradiation resulted in the dissociation of the superstructure, but, by boiling the solution, the superstructure was recovered through the thermal isomerization of ( Z)- 1 to ( E)- 1 . These processes could be repeated many times without any side reactions. This is the first example of the dynamic control of the [2]pseudorotaxane formation of modified cyclodextrins by external stimuli.

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