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

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

35 Scopus citations

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 (US)
Pages (from-to)17052-17059
Number of pages8
JournalJournal of the American Chemical Society
Volume135
Issue number45
DOIs
StatePublished - Nov 13 2013

ASJC Scopus subject areas

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

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