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https://hdl.handle.net/2440/23521
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Type: | Journal article |
Title: | Centrosymmetric and non-centrosymmetric packing of aligned molecular fibers in the solid state self assemblies of cyclodextrin-based rotaxanes |
Author: | Cieslinski, M. Steel, P. Lincoln, S. Easton, C. |
Citation: | Supramolecular Chemistry, 2006; 18(6):529-536 |
Publisher: | Gordon Breach Sci Publ Ltd |
Issue Date: | 2006 |
ISSN: | 1061-0278 1029-0478 |
Statement of Responsibility: | Marta M., Steel, Peter J., Lincoln, Stephen F., Easton and Christopher J |
Abstract: | Two [2]-rotaxanes each comprising α-cyclodextrin as the rotor, and with either 3,3′-difluoro- or 3,3′-dichloro-stilbene as the axle and trinitrophenylamino substituents as the blocking groups at the 4- and 4′-positions, were prepared and their structures analyzed in solution and the solid state using 1H NMR spectroscopy and X-ray crystallography, respectively. With each rotaxane, in solution the stilbene rotates freely within the cyclodextrin annulus. In the solid state the 3,3′-dichlorostilbene- based rotaxane adopts two very similar conformations, each having the chlorines in the anti,anti -orientation. By comparison, the 3,3′-difluorostilbene- based rotaxane adopts anti,anti-, anti,syn- and syn,syn-orientations of the substituents. The crystal packing of each rotaxane displays aligned molecular fibers, which are centrosymmetrically orientated in the case of the difluoride due to the head-to-head/tail-to-tail alignment of the cyclodextrins. By contrast, all of the cyclodextrins in the dichloride are aligned head-to-tail along a single axis to give a polar, non-centrosymmetric crystal. © 2006 Taylor & Francis. |
Keywords: | rotaxanes cyclodextrins crystallography NMR spectroscopy self assembly |
Description: | © 2006 Taylor & Francis |
DOI: | 10.1080/10610270600837199 |
Published version: | http://dx.doi.org/10.1080/10610270600837199 |
Appears in Collections: | Aurora harvest 2 Chemistry publications Environment Institute publications |
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