Assembly of surface-confined homochiral helicates: Chiral discrimination of DOPA and unidirectional charge transfer

Revital Kaminker, Xavier De Hatten, Michal Lahav, Fabio Lupo, Antonino Gulino, Guennadi Evmenenko, Pulak Dutta, Colm Browne, Jonathan R. Nitschke, Milko E. Van Der Boom

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32 Citations (Scopus)

Abstract

Surface-confined double-helical polymers are generated by dynamic covalent assembly with preservation of chirality, metal coordination environment, and oxidation state of the precursor complexes. This one-step procedure involves both in solution and solution-to-surface assembly and resulted in chiral interfaces where pairs of ligands are wrapped around arrays of metal ions. In-plane XRD experiments revealed the formation of a highly ordered structure along the substrate surface. The chirality of the surfaces is expressed by the selective recognition of 3,4-dihydroxyphenylalanine (DOPA). The CD measurements show a response of the Δ-polymer-modified quartz substrates toward d-DOPA, whereas no change was observed after treatment with l-DOPA. These coordination-based interfaces assembled on metal-oxide substrates in combination with a redox-probe, [Os(bpy)3](PF6)2, in solution can resemble the behavior of a rectifier.

Original languageEnglish
Pages (from-to)17052-17059
Number of pages8
JournalJournal of the American Chemical Society
Volume135
Issue number45
DOIs
Publication statusPublished - Nov 13 2013

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ASJC Scopus subject areas

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

Cite this

Kaminker, R., De Hatten, X., Lahav, M., Lupo, F., Gulino, A., Evmenenko, G., Dutta, P., Browne, C., Nitschke, J. R., & Van Der Boom, M. E. (2013). Assembly of surface-confined homochiral helicates: Chiral discrimination of DOPA and unidirectional charge transfer. Journal of the American Chemical Society, 135(45), 17052-17059. https://doi.org/10.1021/ja4077205