Chirality Transfer in 1D Self-Assemblies: Influence of H-Bonding vs Metal Coordination between Dicyanohelicene EnantiomersShchyrba, A., Manh-Thuong Nguyen, N. V., Waeckerlin, C., Martens, S., Nowakowska, S., Ivas, T., Roose, J., Nijs, T., Boz, S., Schaer, M., Stöhr, M., Pignedoli, C. A., Thilgen, C., Diederich, F., Passerone, D. & Jung, T. A., 16-Oct-2013, In : Journal of the American Chemical Society. 135, 41, p. 15270-15273 4 p.
Research output: Contribution to journal › Article › Academic › peer-review
Chiral recognition as well as chirality transfer in supramolecular self-assembly and on-surface coordination is studied for the enantiopure 6,13-dicyanohelicene 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 ID self-assembly.
|Number of pages||4|
|Journal||Journal of the American Chemical Society|
|Publication status||Published - 16-Oct-2013|
- MOLECULAR CHIRALITY, SPONTANEOUS RESOLUTION, MONOLAYERS, SURFACE, HOMOCHIRALITY, INDUCTION, EXCESS, CYANO, ACID