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Chiral self-sorting and amplification in isotropic liquids of achiral molecules

Authors :
Marko Prehm
Marcel Brautzsch
Christian Dressel
Carsten Tschierske
Tino Reppe
Source :
Nature Chemistry. 6:971-977
Publication Year :
2014
Publisher :
Springer Science and Business Media LLC, 2014.

Abstract

According to our present knowledge, the spontaneous resolution of racemic mixtures of chiral molecules or chiral conformers of achiral molecules into macroscopic chiral superstructures requires the confinement of these molecules in a crystal lattice, on surfaces or in other well-ordered assemblies. Herein we provide the first experimental evidence that mirror-symmetry breaking can also take place at a liquid-liquid phase transition in isotropic liquids of achiral molecules, even at relatively high temperatures around 200 °C. It is proposed that cooperative segregation of enantiomorphic molecular conformations gives rise to a conglomerate of two chiral and immiscible liquids. In these liquid conglomerates a strong chiral amplification was observed, which led to degeneracy from a stochastic distribution and eventually provided uniform chirality. We anticipate that this work will contribute to the understanding of symmetry breaking in soft matter and provide a new tool for the identification of chirality traces, and possibly affect the discussion of the emergence of chirality in prebiotic systems.

Details

ISSN :
17554349 and 17554330
Volume :
6
Database :
OpenAIRE
Journal :
Nature Chemistry
Accession number :
edsair.doi.dedup.....a115ff3ae3d45f70fb5efe28d1c1faaa
Full Text :
https://doi.org/10.1038/nchem.2039