doi: 10.1002/chem.200305280.
Installation of a ratchet tooth and pawl to restrict rotation in a cyclodextrin rotaxane
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- PMID: 14679510
- DOI: 10.1002/chem.200305280
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Installation of a ratchet tooth and pawl to restrict rotation in a cyclodextrin rotaxane
Chemistry.
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Abstract
Eight new [2]rotaxanes have been prepared, incorporating an alpha-cyclodextrin as the rotor, a stilbene as the axle, and trinitrophenyl substituents as capping groups. Strategies have been devised to elaborate these by linking the rotor to the axle, to produce two new [1]rotaxanes. Rotational motion in a selection of these rotaxanes has been investigated through the application of two-dimensional NMR spectroscopy by performing TOCSY, DQF-COSY, ROESY and HMQC experiments. This has shown that a methoxyl group incorporated on the stilbene and a succinamide joining the stilbene and the cyclodextrin behave analogously to a ratchet tooth and pawl, respectively, to restrict rotation.
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