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Issue 35, 2017
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Supramolecular chirality and symmetry breaking of fluoride complexes of achiral foldamers

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Abstract

Aromatic oligoamide foldamers containing a central pyridine-2,6-dicarbonyl motif are partially preorganized to favor the binding of fluoride anions. In the solid state, the foldamer-fluoride complexes form achiral, polar and chiral crystal structures depending on the chemical structure of the foldamer. One of the six foldamers studied here, a C2v symmetrical foldamer (1), formed repeatedly chiral crystal structures when crystallized with tetra-butylammonium fluoride, showing supramolecular bulk chirality and symmetry breaking in crystallization.

Graphical abstract: Supramolecular chirality and symmetry breaking of fluoride complexes of achiral foldamers

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Article information


Submitted
14 Jun 2017
Accepted
16 Aug 2017
First published
16 Aug 2017

CrystEngComm, 2017,19, 5184-5187
Article type
Communication

Supramolecular chirality and symmetry breaking of fluoride complexes of achiral foldamers

K. Helttunen, R. Annala, A. Suhonen, E. Nauha, J. Linnanto and M. Nissinen, CrystEngComm, 2017, 19, 5184
DOI: 10.1039/C7CE01109A

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