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Separated and Aligned Molecular Fibres in Solid State Self‐Assemblies of Cyclodextrin [2]Rotaxanes
Author(s) -
Onagi Hideki,
Carrozzini Benedetta,
Cascarano Giovanni L.,
Easton Christopher J.,
Edwards Alison J.,
Lincoln Stephen F.,
Rae A. David
Publication year - 2003
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200305279
Subject(s) - rotaxane , cyclodextrin , axle , solid state , crystallography , chemistry , spectroscopy , solid state nuclear magnetic resonance , nuclear magnetic resonance spectroscopy , supramolecular chemistry , molecular machine , stereochemistry , materials science , polymer chemistry , nanotechnology , crystal structure , organic chemistry , nuclear magnetic resonance , physics , quantum mechanics , thermodynamics
The conformations of two [2]rotaxanes, each comprising α‐cyclodextrin as the rotor, a stilbene as the axle and 2,4,6‐trinitrophenyl substituents as the capping groups, have been examined in solution and in the solid state, using 1 H NMR spectroscopy and X‐ray crystallography, respectively. In solution, introducing substituents onto the stilbene prevents the cyclodextrin from being localized over one end of the axle. Instead the cyclodextrin moves back and forth along the substituted stilbene. In the solid state, the axles of the rotaxanes form extended molecular fibres that are separated from each other and aligned along a single axis. The molecular fibres are strikingly similar to those formed by the axle component of one of the rotaxanes in the absence of the cyclodextrin, but in the latter case they are neither separated nor all aligned.

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