Chemistry - A European Journal
Chemistry - A European Journal
5 years ago

Diastereoselective Self-Assembly of a Neutral Dinuclear Double-Stranded Zinc(II) Helicate via Narcissistic Self-Sorting

Diastereoselective Self-Assembly of a Neutral Dinuclear Double-Stranded Zinc(II) Helicate via Narcissistic Self-Sorting
Stefan Grimme, Andreas Jarzebski, Arne Lützen, Christoph Bannwarth, Gregor Schnakenburg, Christina Tenten
A new bis(salicylimine) ligand based on the Tröger's base scaffold was synthesized in racemic and enantiomerically pure form. Upon coordination to zinc(II) ions this ligand undergoes highly diastereoselective self-assembly into neutral dinuclear double-stranded helicates as proven by XRD analysis and via comparison of experimental ECD spectra with those simulated with quantum-chemical methods. When the racemic ligand was used, self-assembly occurs under narcissistic self-sorting resulting in the formation of a racemic pair of helicates as revealed by NMR spectroscopy and XRD analysis. A new bis(salicylimine) ligand based on Tröger's base scaffold was synthesized in racemic and enantiomerically pure form. Upon coordination to zinc(II) ions this ligand undergoes highly diastereoselective self-assembly into neutral dinuclear double-stranded helicates. Self-assembly of the racemic ligand occurs under narcissistic self-sorting, resulting in the formation of a racemic pair of helicates as revealed by NMR spectroscopy and XRD analysis.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/chem.201702125

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