Chiral Recognition at One-Dimensional Metal-Organic Coordination Networks Initiates the Ordering of Prochiral Catalytic Reagent Methylacetoacetate on Au{111}

Aoife G. Trant, Christopher J. Baddeley

Research output: Contribution to journalArticlepeer-review

15 Citations (Scopus)

Abstract

A scanning tunnelling microscopy investigation is reported of the adsorption of methylacetoacetate on Au{111} surfaces templated by the growth of 1-D chains of nickel pyroglutamate. The symmetry of the Au{111}-herringbone reconstruction and the chirality of the pyroglutamate species influence the preferred growth directions of pyroglutamate chains. The interaction of methylacetoacetate with the various chain types reveals details of the symmetry and conformation of the chains. In addition, the docking of methylacetoacetate initiates the growth of ordered domains of methylacetoacetate not observed on either Au{111} or Ni/Au{111} surfaces. The possibilities to utilize such chiral recognition and amplification effects in the design of enantioselective heterogeneous catalysts are discussed.

Original languageEnglish
Pages (from-to)1788-1795
Number of pages8
JournalLangmuir
Volume27
Issue number5
DOIs
Publication statusPublished - 1 Mar 2011

Keywords

  • ACID MODIFIED NI(111)
  • MODIFIED RANEY-NICKEL
  • ENANTIOSELECTIVE HYDROGENATION
  • ASYMMETRIC HYDROGENATION
  • NOBEL LECTURE
  • METHYL ACETOACETATE
  • SURFACE
  • NANOCLUSTERS
  • DIFFRACTION
  • ADSORPTION

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