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Issue 78, 2017
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Dibenzazepinyl ureas as dual NMR and CD probes of helical screw-sense preference in conformationally equilibrating dynamic foldamers

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Abstract

Conformationally mobile oligomers with helical structures, or ‘dynamic foldamers’, may populate a mixture of screw-sense conformers whose relative proportion has been used as a means of communicating information on a molecular scale. The dibenzazepinyl urea provides a means of quantifying both the sense and degree of this screw-sense preference through a combination of circular dichroism (CD) and NMR spectroscopy. The dibenzazepinyl urea probe is synthetically versatile, readily accessible, and easy to introduce to the terminus of an amide or a urea foldamer.

Graphical abstract: Dibenzazepinyl ureas as dual NMR and CD probes of helical screw-sense preference in conformationally equilibrating dynamic foldamers

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Supplementary files

Article information


Submitted
16 Aug 2017
Accepted
31 Aug 2017
First published
31 Aug 2017

Chem. Commun., 2017,53, 10768-10771
Article type
Communication

Dibenzazepinyl ureas as dual NMR and CD probes of helical screw-sense preference in conformationally equilibrating dynamic foldamers

V. Diemer, J. Maury, B. A. F. Le Bailly, S. J. Webb and J. Clayden, Chem. Commun., 2017, 53, 10768
DOI: 10.1039/C7CC06427F

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