Issue 78, 2017

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

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

Supplementary files

Article information

Article type
Communication
Submitted
16 Mha 2017
Accepted
31 Mha 2017
First published
31 Mha 2017

Chem. Commun., 2017,53, 10768-10771

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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