ArticleAngewandte Chemie (International ed. in English)2025
Highly Enantioselective Organocatalysis with Bidentate Halogen Bond Donors.
Article in Angewandte Chemie (International ed. in English), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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Who cites it
5 citing papers in PubMed.
- Synthesis, Structure, and Reactivity of Hypervalent Iodine Reagents Stabilized by Internal Out-of-Plane Halogen Bonding:The Journal of organic chemistry · 2026Article
- Neutral chiral bidentate tellurium-triazoles for enantioselective non-covalent chalcogen-bonding catalysis.Nature communications · 2026Article
- Asymmetric Mannich reaction of aromatic imines with malonates in the presence of multifunctional catalysts.Beilstein journal of organic chemistry · 2026Article
- Highly Enantioselective Organocatalysis with Bidentate Halogen Bond Donors.Angewandte Chemie (International ed. in English) · 2025Article
- Asymmetric Counteranion-Directed Halogen Bonding Catalysis.Journal of the American Chemical Society · 2025Article
Corrections and comments
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Authors and funding
7 authors.
Funding
Abstract
As the employment of "non-classical" non-covalent interactions like halogen bonding (XB) in asymmetric catalysis is still at a very early stage, there are significant challenges to overcome. In some reported cases, the relevance of halogen bonding to the catalytic action is unclear, while in others, catalyst activity is limited. Herein, we present the second generation of a bidentate iodine(I)-based halogen bond donor as a modifiable and highly active chiral halogen bonding catalyst. With these modified derivatives, high stereocontrol of up to 98% ee could be achieved in a model Mukaiyama aldol reaction for a range of different substrates. Importantly, the crucial role of halogen bonding in this catalytic process was demonstrated by the low performance of the non-iodinated variants and by DFT calculations. The latter also indicate that the stereoinduction is based on the imposed orientation of the substrates towards each other.
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Registered trials
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