Self-Assembled Monolayers of a Bis(pyrazol-1-yl)pyridine-Substituted Thiol on Au(111)

Cai Shen, Marco Haryono, Andreas Grohmann, Manfred Buck, Tobias Weidner, Nirmalya Ballav, Michael Zharnikov

Research output: Contribution to journalArticlepeer-review

40 Citations (Scopus)

Abstract

Self-assembled monolayers (SAMs) of a bis(pyrazol-1-yl)pyridine-substituted thiol (bpp-SH) on Au (111)/mica were studied with scanning tunneling microscopy (STM), X-ray photoelectron spectroscopy (XPS), and near-edge X-ray absorption fine structure spectroscopy (NEXAFS). Using substrates precoated with perylene-3,4,9,10-tetracarboxylic acid dianhydride (PTCDA), preparation at elevated temperatures yields highly ordered layers whose structure is described by a rectangular (5 x root 3) unit cell containing one molecule. The bis(pyrazol-1-yl)pyridine (bpp) units exhibit pi-stacking along the < 11 (2) over bar > direction, and they are tilted significantly. We conclude the three imine nitrogen atoms in the bpp headgroup adopt a trans,trans arrangement.

Original languageEnglish
Pages (from-to)12883-12891
Number of pages9
JournalLangmuir
Volume24
Issue number22
DOIs
Publication statusPublished - 18 Nov 2008

Keywords

  • RAY PHOTOELECTRON-SPECTROSCOPY
  • ALKYL CHAIN-LENGTH
  • SCANNING-TUNNELING-MICROSCOPY
  • BOND REDOX CONDUCTION
  • ORGANIZED ASSEMBLIES
  • CHEMICAL LITHOGRAPHY
  • SILVER SURFACES
  • N-ALKANETHIOLS
  • METAL-SURFACES
  • GOLD SURFACES

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