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Preparation of Supramolecular Complexes with Cyclodextrin |
Many reports on the preparation, characterization, and application of polyrotaxanes have been reported, while the threading mechanism and dynamics of a linear polymer into CDs have yet to be revealed because the threading rate is too fast to observe. To investigate dynamics of the formation of pseudo-rotaxane, we have prepared [1]rotaxane in which a PEG chain is attached to one of OH groups at the C6 position by way of hydrocinnamoyl group. We found that a-CD threads onto the PEG chain fast depending on the chain length by measuring the 1H-NMR spectra. The rates range from 74.3 sec-1 to 743 sec-1 according to the chain length (Fig. (a). When azobenzene group was attached at the end of the PEG chain, threading can be regulated by irradiation of light (Fig. (b)).
Inoue, Y.; Miyauchi, M.; Nakajima, H.; Takashima, Y.; Yamaguchi, H.; Harada, A.
"Self-Threading of a Poly(ethylene glycol) Chain in a Cyclodextrin-Ring: Control
of the Exchange Dynamics by Chain Length"
J. Am. Chem. Soc. 2006, 128(28), 8994-8995.
Inoue, Y.; Miyauchi, M.; Nakajima, H.; Takashima, Y.; Yamaguchi, H.; Harada, A.
"Self-Threading and Dethreading Dynamics of Poly(ethylene glycol)-Substituted Cyclodextrins
with Different Chain Lengths"
Macromolecules 2007, 40(9), 3256-3262.
Inoue, Y.; Kuad, P.; Okumura, Y.; Takashima, Y.; Yamaguchi, H.; Harada, A.
"Thermal and Photochemical Switching of Conformation of Poly(ethylene glycol)-Substituted Cyclodextrin
with an Azobenzene Group at the Chain End"
J. Am. Chem. Soc. 2007, 129(20), 6396-6397.