Issue 67, 2013
From the journal:

Chemical Communications

Influence of achiral units with gem-dimethyl substituents on the helical character of aliphatic oligourea foldamers†

Juliette Fremaux,a   Christel Dolain,a   Brice Kauffmann,b   Jonathan Clayden*c  and  Gilles Guichard*a  

* Corresponding authors

a Université de Bordeaux, CNRS, UMR5248, Institut Européen de Chimie et Biologie, 2 rue Robert Escarpit, 33607 Pessac, France
E-mail: g.guichard@iecb.u-bordeaux.fr
Tel: +33 (0)540003020

b Université de Bordeaux, CNRS, UMS3033, INSERM US001, Institut Européen de Chimie et Biologie, 2 rue Robert Escarpit, 33607 Pessac, France

c School of Chemistry, University of Manchester, Oxford Road, Manchester, UK
E-mail: clayden@man.ac.uk

Abstract

The structures of various urea oligomers incorporating one or two central achiral 1,2-diamino-1,1-dimethylethane (DADME) units have been investigated in solution and in the crystalline state. These diamine monomers are analogous to the achiral helicogenic amino acid Aib (α-aminoisobutyric acid). Oligomers were found to fold into helical conformations with DADME units inducing local deviations from the canonical helix geometry of urea foldamers.

Graphical abstract: Influence of achiral units with gem-dimethyl substituents on the helical character of aliphatic oligourea foldamers

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Article information

DOI
https://doi.org/10.1039/C3CC40961A
Article type
Communication
Submitted
04 feb 2013
Accepted
21 jun 2013
First published
21 jun 2013

Chem. Commun., 2013,49, 7415-7417

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Influence of achiral units with gem-dimethyl substituents on the helical character of aliphatic oligourea foldamers

J. Fremaux, C. Dolain, B. Kauffmann, J. Clayden and G. Guichard, Chem. Commun., 2013, 49, 7415 DOI: 10.1039/C3CC40961A

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