4.6 Article

Thiete Dioxides as Templates Towards Twisted Scaffolds and Macrocyclic Structures

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 26, Issue 27, Pages 6029-6035

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201905751

Keywords

axial chirality; C-H functionalization; four-membered rings; macrocycles; thiete dioxides

Funding

  1. Chemical Industry Fund (FCI)
  2. Deutsche Forschungsgemeinschaft (DFG) [DI 2227/2-1, Sonderforschungsbereich SFB749]
  3. Ludwig-Maximilians-Universitat Munchen (LMU)

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Thiete dioxide units have been employed as a template for further functionalization through C-H activation strategies. Using simple thiete dioxide building blocks, a new library of axially chiral molecules has been synthesized that owe their stability to electrostatic interactions in the solid state. Similar starting materials were further engaged in the formation of cyclic trimeric structures, opening the pathway to unprecedented macrocyclic ring systems.

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