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Issue 95, 2014
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Inducing achiral aliphatic oligoureas to fold into helical conformations

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Abstract

The ability of urea-linked oligomers of achiral diamines (achiral analogues of the well-established chiral oligourea foldamers) to adopt helical conformations was explored spectroscopically. Up to four achiral units were ligated either to a well-formed helical trimer or to a single chiral diamine, and the extent to which they adopted a screw-sense preference was determined by NMR and CD. In the best performing cases, a trimeric chiral oligourea and even a single cis-cyclohexanediamine monomer induced folding into a helical conformation.

Graphical abstract: Inducing achiral aliphatic oligoureas to fold into helical conformations

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Article information


Submitted
29 Aug 2014
Accepted
14 Oct 2014
First published
14 Oct 2014

Chem. Commun., 2014,50, 15006-15009
Article type
Communication

Inducing achiral aliphatic oligoureas to fold into helical conformations

R. Wechsel, J. Maury, J. Fremaux, S. P. France, G. Guichard and J. Clayden, Chem. Commun., 2014, 50, 15006
DOI: 10.1039/C4CC06754A

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