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Updated: Jun 17, 2026

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
Published on: February 6, 2020
Self-discriminating self-assembly of dinuclear heterochiral rhombs from Tröger's base derived bis(pyridyl) ligands
Torsten Weilandt1, Ulf Kiehne, Jens Bunzen
1University of Bonn, Kekulé-Institute of Oganic Chemistry and Biochemistry, Gerhard-Domagk-Strasse 1, 53121 Bonn, Germany.
Abstract:
Five racemic dissymmetric bis(pyridyl) ligands based on 2,8- or 3,9-difunctionalised Tröger's base derivatives have been synthesised. Only those derived from a 2,8-difunctionalised scaffold were found to undergo selective self-assembly to discrete self-assembled dinuclear metallosupramolecular aggregates of rhomboid shape upon coordination to cis-protected Pd(2+) or Pt(2+) ions, as evidenced by ESI mass spectrometry, NMR spectroscopy and single-crystal X-ray diffraction. Interestingly, these processes were found to be highly diastereoselective leading to the formation of C(2v)-symmetric heterochiral assemblies in a self-discriminating manner.
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