Issue 33, 2011
From the journal:

Chemical Communications

Halogen bonds as stabilizing interactions in a chiral self-assembled molecular monolayer†‡

Rico Gutzler,*ab   Oleksandr Ivasenko,a   Chaoying Fu,ab   Jaclyn L. Brusso,§a   Federico Rosei*b  and  Dmitrii F. Perepichka*a  

* Corresponding authors

a Department of Chemistry and Centre for Self-Assembled Chemical Structures, McGill University, 801 Sherbrooke Str. West, Montreal, QC, Canada
E-mail: dmitrii.perepichka@mcgill.ca

b Institut National de la Recherche Scientifique and Centre for Self-Assembled Chemical Structures, Université du Québec, 1650 boulevard Lionel-Boulet, Varennes, QC, Canada
E-mail: rosei@emt.inrs.ca, gutzler@emt.inrs.ca

Abstract

We report the formation of highly-ordered self-assembled monolayers of an achiral organic semiconductor molecule. STM results show spontaneous formation of very large single domains of ordered chiral monolayers. DFT calculations support the identification of halogen bonds as the primary interactions that steer molecular self-assembly, leading to organizational chirality.

Graphical abstract: Halogen bonds as stabilizing interactions in a chiral self-assembled molecular monolayer

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Article information

DOI
https://doi.org/10.1039/C1CC13114A
Article type
Communication
Submitted
26 May 2011
Accepted
05 Jul 2011
First published
21 Jul 2011

Chem. Commun., 2011,47, 9453-9455

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Halogen bonds as stabilizing interactions in a chiral self-assembled molecular monolayer

R. Gutzler, O. Ivasenko, C. Fu, J. L. Brusso, F. Rosei and D. F. Perepichka, Chem. Commun., 2011, 47, 9453 DOI: 10.1039/C1CC13114A

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