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Chirality transfer in 1D self-assemblies: influence of H-bonding vs metal coordination between dicyano[7]helicene enantiomers.

Shchyrba, Aneliia and Nguyen, Manh-Thuong and Wäckerlin, Christian and Martens, Susanne and Nowakowska, Sylwia and Ivas, Toni and Roose, Jesse and Nijs, Thomas and Boz, Serpil and Schär, Michael and Stöhr, Meike and Pignedoli, Carlo A. and Thilgen, Carlo and Diederich, François and Passerone, Daniele and Jung, Thomas A.. (2013) Chirality transfer in 1D self-assemblies: influence of H-bonding vs metal coordination between dicyano[7]helicene enantiomers. Journal of the American Chemical Society, 135 (41). pp. 15270-15273.

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Abstract

Chiral recognition as well as chirality transfer in supramolecular self-assembly and on-surface coordination is studied for the enantiopure 6,13-dicyano[7]helicene building block. It is remarkable that, with this helical molecule, both H-bonded chains and metal-coordinated chains can be formed on the same substrate, thereby allowing for a direct comparison of the chain bonding motifs and their effects on the self-assembly in experiment and theory. Conformational flexure and both adsorbate/adsorbent and intermolecular interactions can be identified as factors influencing the chiral recognition at the binding site. The observed H-bonded chains are chiral, however, the overall appearance of Cu-coordinated chains is no longer chiral. The study was performed via scanning tunneling microscopy, X-ray-photoelectron spectroscopy and density functional theory calculations. We show a significant influence of the molecular flexibility and the type of bonding motif on the chirality transfer in the 1D self-assembly.
Faculties and Departments:05 Faculty of Science > Departement Physik > Physik
UniBasel Contributors:Jung, Thomas A.
Item Type:Article, refereed
Publisher:American Chemical Society
ISSN:0002-7863
e-ISSN:1520-5126
Note:Publication type according to Uni Basel Research Database: Journal article
Language:English
Identification Number:
Last Modified:18 Sep 2017 10:28
Deposited On:27 Oct 2016 06:05

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