Adsorption and switching properties of a N-benzylideneaniline based molecular switch on a Au(111) surface

J Chem Phys. 2010 Jul 28;133(4):044707. doi: 10.1063/1.3460647.

Abstract

High resolution electron energy loss spectroscopy has been employed to analyze the adsorption geometry and the photoisomerization ability of the molecular switch carboxy-benzylideneaniline (CBA) adsorbed on Au(111). CBA on Au(111) adopts a planar (trans) configuration in the first monolayer (ML) as well as for higher coverages (up to 6 ML), in contrast to the strongly nonplanar geometry of the molecule in solution. Illumination with UV light of CBA in direct contact with the Au(111) surface (<or=1 ML) caused no changes in the vibrational structure, whereas at higher coverages (>1 ML) pronounced modifications of vibrational features were observed, which we assign to a trans-->cis isomerization. Thermal activation induced the back reaction to trans-CBA. We propose that the photoisomerization is driven by a direct (intramolecular) electronic excitation of the adsorbed CBA molecules in the second ML (and above) analogous to CBA in the liquid phase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adsorption
  • Aniline Compounds / chemistry*
  • Benzoates / chemistry*
  • Benzylidene Compounds / chemistry*
  • Cations / chemistry
  • Electrons
  • Energy Transfer
  • Gold / chemistry*
  • Isomerism
  • Photochemistry
  • Solvents / chemistry
  • Spectrum Analysis
  • Surface Properties
  • Temperature
  • Ultraviolet Rays
  • Vibration

Substances

  • 4-carboxybenzylideneaniline
  • Aniline Compounds
  • Benzoates
  • Benzylidene Compounds
  • Cations
  • Solvents
  • Gold