Hierarchical chiral framework based on a rigid adamantane tripod on Au(111)

Satoshi Katano, Yousoo Kim, Hiroaki Matsubara, Toshikazu Kitagawa, Maki Kawai

Research output: Contribution to journalArticle

85 Citations (Scopus)

Abstract

We have investigated the tripod-shaped bromo adamantane trithiol (BATT) molecule on Au(111) using scanning tunneling microscopy (STM) at 4.7 K. Adsorption of BATT leads to formation of highly ordered self-assembled monolayers (SAMs) with three-point contacts on Au(111). The structure of these SAMs has been found to have a two-tiered hierarchical chiral organization. The self-assembly of achiral monomers produces chiral trimers, which then act as the building blocks for chiral hexagonal supermolecules. SAMs begin to form from the racemic mixture of assembled molecules in ribbon-shaped islands, followed by the transformation to enantiomeric domains when SAM layers develop two-dimensionally across hep domains. Such a chiral phase transition at the two-dimensional domain can arise from a subtle balance between molecule-substrate and intermolecular interactions. Two structural factors, the S atom (stabilization) and the methylene groups (chirality) located just above the S atom, induce the chiral ordering of BATT on Au(111).

Original languageEnglish
Pages (from-to)2511-2515
Number of pages5
JournalJournal of the American Chemical Society
Volume129
Issue number9
DOIs
Publication statusPublished - 2007 Mar 7
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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