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.

Trawny, D., Schlexer, P., Steenbergen, K., Rabe, J., Paulus, B., Reissig, H. (2015). Dense or porous packing? Two-dimensional self-assembly of star-shaped mono-, bi-, and terpyridine derivatives. CHEMPHYSCHEM, 16(5), 949-953 [10.1002/cphc.201402900].

Dense or porous packing? Two-dimensional self-assembly of star-shaped mono-, bi-, and terpyridine derivatives

SCHLEXER, PHILOMENA DENIZ
Secondo
;
2015

Abstract

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.
Articolo in rivista - Articolo scientifico
Density functional calculations; Graphene; Nitrogen heterocycles; Scanning probe microscopy; Self-assembly; Physical and Theoretical Chemistry; Atomic and Molecular Physics, and Optics
English
949
953
5
Trawny, D., Schlexer, P., Steenbergen, K., Rabe, J., Paulus, B., Reissig, H. (2015). Dense or porous packing? Two-dimensional self-assembly of star-shaped mono-, bi-, and terpyridine derivatives. CHEMPHYSCHEM, 16(5), 949-953 [10.1002/cphc.201402900].
Trawny, D; Schlexer, P; Steenbergen, K; Rabe, J; Paulus, B; Reissig, H
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/140474
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