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'Smart' rotaxanes: Shape memory and control in tertiary amide peptido[2]rotaxanes

Lookup NU author(s): Emeritus Professor Bill Clegg, Dr Carlos Gimenez-Saiz

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Abstract

The structures of the first tertiary amide peptide rotaxanes are established in solution by 1H NMR spectroscopy and in the solid state by X- ray crystallography. The hydrogen bonding networks which template the rotaxane formation 'live on' in nonpolar solvents and strongly influence either the tertiary amide rotamer distribution or the rate of interconversion between the rotamers depending upon the peptide sequence. The intercomponent interactions - and their influences - can in appropriate cases be 'switched off' by polar solvents leading to 'smart' molecular systems which are flexible or adopt several shapes in one environment but transformed to rigid or single-shaped species in another.


Publication metadata

Author(s): Clegg W, Gimenez-Saiz C, Leigh DA, Murphy A, Slawin AMZ, Teat SJ

Publication type: Article

Publication status: Published

Journal: Journal of the American Chemical Society

Year: 1999

Volume: 121

Issue: 17

Pages: 4124-4129

Print publication date: 05/05/1999

ISSN (print): 0002-7863

ISSN (electronic):

Publisher: American Chemical Society

URL: http://dx.doi.org/10.1021/ja9841310

DOI: 10.1021/ja9841310


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