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 ID self-assembly.
Original language | English |
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Pages (from-to) | 15270-15273 |
Number of pages | 4 |
Journal | Journal of the American Chemical Society |
Volume | 135 |
Issue number | 41 |
DOIs | |
Publication status | Published - 16-Oct-2013 |
Keywords
- MOLECULAR CHIRALITY
- SPONTANEOUS RESOLUTION
- MONOLAYERS
- SURFACE
- HOMOCHIRALITY
- INDUCTION
- EXCESS
- CYANO
- ACID