Boron-Centered Lewis Superacid through Redox-Active Ligands: Application in C-F and S-F Bond Activation

Laura Köring; Arne Stepen; Bernhard Birenheide; Simon Barth; Maxim Leskov; Roland Schoch; Felix Krämer; Frank Breher; Jan Paradies

doi:10.1002/anie.202216959

Boron-Centered Lewis Superacid through Redox-Active Ligands: Application in C-F and S-F Bond Activation

Angew Chem Int Ed Engl. 2023 Mar 20;62(13):e202216959. doi: 10.1002/anie.202216959. Epub 2023 Feb 9.

Authors

Laura Köring¹, Arne Stepen¹, Bernhard Birenheide², Simon Barth², Maxim Leskov², Roland Schoch¹, Felix Krämer², Frank Breher², Jan Paradies¹

Affiliations

¹ Department of Chemistry, Paderborn University, Warburger Strasse 100, 33098, Paderborn, Germany.
² Institute of Inorganic Chemistry, Karlsruhe Institute of Technology (KIT), Engesserstr. 15, 76131, Karlsruhe, Germany.

PMID: 36621900
DOI: 10.1002/anie.202216959

Abstract

A series of redox-responsive ferrocenyl-substituted boranes and boronic esters were synthesized. Oxidation of the ferrocenyl ligand to the ferrocenium resulted in a drastic increase in the Lewis acidity beyond the strength of SbF₅ , which was investigated experimentally and computationally. The resulting highly Lewis acidic boron compounds were used for catalytic C-F and S-F bond activation.

Keywords: C−F Bond Activation; Ferrocene; Fluorine; Lewis Superacids; S−F Bond Activation.

Abstract

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