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Volume 204, 2017
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Transfer of chiral information from a chiral solvent to a two-dimensional network

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Abstract

Chiral induction in self-assembled monolayers has garnered considerable attention in the recent past, not only due to its importance in chiral resolution and enantioselective heterogeneous catalysis but also because of its relevance to the origin of homochirality in life. Here, we demonstrate the emergence of homochirality in a supramolecular low-density network formed by achiral molecules at the interface of a chiral solvent and an atomically-flat achiral substrate. We focus on the impact of structure and functionality of the adsorbate and the chiral solvent on the chiral induction efficiency in self-assembled physisorbed monolayers, as revealed by scanning tunneling microscopy. Different induction mechanisms are proposed and evaluated, with the assistance of advanced molecular modeling simulations.

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Submitted
10 Mar 2017
Accepted
07 Apr 2017
First published
25 Aug 2017

Faraday Discuss., 2017,204, 215-231
Article type
Paper

Transfer of chiral information from a chiral solvent to a two-dimensional network

I. Destoop, A. Minoia, O. Ivasenko, A. Noguchi, K. Tahara, Y. Tobe, R. Lazzaroni and S. De Feyter, Faraday Discuss., 2017, 204, 215
DOI: 10.1039/C7FD00103G

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