Consequences of conformational flexibility in hydrogen-bond-driven self-assembly processes

José Augusto Berrocal; Florent Di Meo; Miguel García-Iglesias; Ronald P J Gosens; E W Meijer; Mathieu Linares; Anja R A Palmans

doi:10.1039/c6cc05593a

Consequences of conformational flexibility in hydrogen-bond-driven self-assembly processes

Chem Commun (Camb). 2016 Sep 18;52(72):10870-3. doi: 10.1039/c6cc05593a. Epub 2016 Aug 15.

Authors

José Augusto Berrocal¹, Florent Di Meo, Miguel García-Iglesias, Ronald P J Gosens, E W Meijer, Mathieu Linares, Anja R A Palmans

Affiliation

¹ Institute for Complex Molecular Systems, Eindhoven University of Technology, P. O. Box 513, 5600 MB Eindhoven, The Netherlands. a.palmans@tue.nl.

PMID: 27525556
DOI: 10.1039/c6cc05593a

Abstract

We report the synthesis and self-assembly of chiral, conformationally flexible C3-symmetrical trisamides. A strong Cotton effect is observed for the supramolecular polymers in linear alkanes but not in cyclic alkanes. MD simulations suggest 2 : 1 conformations of the amides within the aggregates in both types of solvents, but a chiral bias in only linear alkanes.