Dense or Porous Packing? Two-Dimensional Self-Assembly of Star-Shaped Mono-, Bi-, and Terpyridine Derivatives

D.Trawny, P. Schlexer, K. Steenbergen, J. P. Rabe, B. Paulus, H.-U. Reissig – 2015

The self-assembly behavior of five star-shaped pyridyl-functionalized 1,3,5-triethynylbenzenes was studied at the interface between an organic solvent and the basal plane of graphite by scanning tunneling microscopy. The mono- and bipyridine derivatives self-assemble in closely packed 2D crystals, whereas the derivative with the more bulky terpyridines crystallizes with porous packing. DFT calculations of a monopyridine derivative on graphene, support the proposed molecular model. The calculations also reveal the formation of hydrogen bonds between the nitrogen atoms and a hydrogen atom of the neighboring central unit, as a small nonzero tunneling current was calculated within this region. The title compounds provide a versatile model system to investigate the role of multivalent steric interactions and hydrogen bonding in molecular monolayers.

Titel
Dense or Porous Packing? Two-Dimensional Self-Assembly of Star-Shaped Mono-, Bi-, and Terpyridine Derivatives
Verfasser
D.Trawny, P. Schlexer, K. Steenbergen, J. P. Rabe, B. Paulus, H.-U. Reissig
Datum
2015
Kennung
10.1002/cphc.201402900.
Zitierweise
ChemPhysChem 2015, 16, 949 – 953
Art
Text
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