Issue 21, 2020

Transferring axial molecular chirality through a sequence of on-surface reactions

Abstract

Fine management of chiral processes on solid surfaces has progressed over the years, yet still faces the need for the controlled and selective production of advanced chiral materials. Here, we report on the use of enantiomerically enriched molecular building blocks to demonstrate the transmission of their intrinsic chirality along a sequence of on-surface reactions. Triggered by thermal annealing, the on-surface reactions induced in this experiment involve firstly the coupling of the chiral reactants into chiral polymers and subsequently their transformation into planar prochiral graphene nanoribbons. Our study reveals that the axial chirality of the reactant is not only transferred to the polymers, but also to the planar chirality of the graphene nanoribbon end products. Such chirality transfer consequently allows, starting from adequate enantioenriched reactants, for the controlled production of chiral and prochiral organic nanoarchitectures with pre-defined handedness.

Graphical abstract: Transferring axial molecular chirality through a sequence of on-surface reactions

Supplementary files

Article information

Article type
Edge Article
Submitted
20 Cig 2020
Accepted
29 Agd 2020
First published
29 Agd 2020
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2020,11, 5441-5446

Transferring axial molecular chirality through a sequence of on-surface reactions

N. Merino-Díez, M. S. G. Mohammed, J. Castro-Esteban, L. Colazzo, A. Berdonces-Layunta, J. Lawrence, J. I. Pascual, D. G. de Oteyza and D. Peña, Chem. Sci., 2020, 11, 5441 DOI: 10.1039/D0SC01653E

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