Supramolecular organization and chiral resolution of p-terphenyl-m-dicarbonitrile on the AG(111) surface

Matthias Marschall, Joachim Reichert, Knud Seufert, Willi Auwärter, Florian Klappenberger, Alexander Weber-Bargioni, Svetlana Klyatskaya, Giorgio Zoppellaro, Alexei Nefedov, Thomas Strunskus, Christof Wöll, Mario Ruben, Johannes V. Barth

Publikation: Beitrag in FachzeitschriftArtikelBegutachtung

26 Zitate (Scopus)

Abstract

The supramolecular organization and layer formation of the non-linear, prochiral molecule [1, 1′4′,1″]-terphenyl-3,3′-dicarbonitrile adsorbed on the Ag(111) surface is investigated by scanning tunneling microscopy (STM) and near-edge X-ray absorption fine-structure spectroscopy (NEXAFS). Upon two-dimensional confinement the molecules are deconvoluted in three stereoisomers, that is, two mirror-symmetric trans- and one cis-species. STM measurements reveal large and regular islands following room temperature deposition, whereby NEXAFS confirms a flat adsorption geometry with the electronic p-system parallel to the surface plane. The ordering within the expressed supramolecular arrays reflects a substrate templating effect, steric constraints and the operation of weak lateral interactions mainly originating from the carbonitrile endgroups. High-resolution data at room temperature reveal enantiormorphic characteristics of the molecular packing schemes in different domains of the arrays, indicative of chiral resolution during the 2D molecular self-assembly process. At submonolayer coverage supramolecular islands coexist with a disordered fluid phase of highly mobile molecules. Following thermal quenching (down to 6 K) we find extended supramolecular ribbons stabilised again by attractive and directional noncovalent interactions, the formation of which reflects a chiral resolution of trans-species.

OriginalspracheEnglisch
Seiten (von - bis)1446-1451
Seitenumfang6
FachzeitschriftChemPhysChem
Jahrgang11
Ausgabenummer7
DOIs
PublikationsstatusVeröffentlicht - 17 Mai 2010

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