Coexistence of Racemic and Homochiral Two-Dimensional Lattices Formed by a Prochiral Molecule: Dicarboxystilbene on Cu(110)

Roco Corts, Arantzazu Mascaraque, Philipp Schmidt-Weber, Hugo Dil, Thorsten U. Kampen§ and Karsten Horn*
Departamento Fsica de Materiales, Universidad Complutense de Madrid, Madrid, Spain, and Fritz-Haber-Institut der Max-Planck-Gesellschaft, Berlin, Germany
Nano Lett., 2008, 8 (12), pp 4162–4167
DOI: 10.1021/nl801592c
Publication Date (Web): November 20, 2008
Copyright © 2008 American Chemical Society

Universidad Complutense de Madrid.

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Fritz-Haber-Institut der Max-Planck-Gesellschaft.

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Now at University of Zurich, Switzerland.

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§

Now at SPECS GmbH, Berlin.

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* Corresponding author: horn@fhi-berlin.mpg.de.

Abstract

Abstract Image

Dicarboxystilbene, a molecule that becomes chiral in the adsorbed state through the loss of its improper axis of rotation, forms long-range “handed” structures when adsorbed on Cu(110) as revealed by scanning tunnelling microscopy. We show that these structures are created from chiral “adsorption complex” building blocks, giving rise to a complete set of racemic and enantiomerically pure structural assemblies. We interpret the formation of these structures in terms of a balance between hydrogen bond mediated intermolecular interactions and the adsorbate−surface structural relationship and discuss the reasons for temperature-induced conversion from the metastable enantiomerically pure to the racemic structure.

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History

  • Published In Issue December 10, 2008
  • Article ASAPNovember 20, 2008
  • Received: June 04, 2008
    Revised: October 29, 2008

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