Halides as versatile anions in asymmetric anion-binding organocatalysis

Beilstein J Org Chem. 2021 Sep 1:17:2270-2286. doi: 10.3762/bjoc.17.145. eCollection 2021.

Abstract

This review intends to provide an overview on the role of halide anions in the development of the research area of asymmetric anion-binding organocatalysis. Key early elucidation studies with chloride as counter-anion confirmed this type of alternative activation, which was then exploited in several processes and contributed to the advance and consolidation of anion-binding catalysis as a field. Thus, the use of the halide in the catalyst-anion complex as both a mere counter-anion spectator or an active nucleophile has been depicted, along with the new trends toward additional noncovalent contacts within the HB-donor catalyst and supramolecular interactions to both the anion and the cationic reactive species.

Keywords: anion binding; asymmetric catalysis; halide anions; hydrogen donors; noncovalent interactions.

Publication types

  • Review

Grants and funding

The European Research Council (ERC-CG 724695) and the Deutsche Forschungsgemeinschaft (DFG) within the SFB858 are gratefully acknowledged for their generous support. L.S. also thanks the DFG, as well as K.K. and M.S. the EU-council for their doctoral contracts.