Inducing achiral aliphatic oligoureas to fold into helical conformations

Romina Wechsel, Julien Maury, Juliette Fremaux, Scott P. France, Gilles Guichard*, Jonathan Clayden

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

16 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)15006-15009
Number of pages4
JournalChemical Communications
Volume50
Issue number95
Early online date14 Oct 2014
DOIs
Publication statusPublished - 11 Dec 2014

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