ArticleChemistry (Weinheim an der Bergstrasse, Germany)2022
Catalytic Activation of Imines by Chalcogen Bond Donors in a Povarov [4+2] Cycloaddition Reaction.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Who cites it
7 citing papers in PubMed, 60 citations in OpenAlex.
- Neutral chiral bidentate tellurium-triazoles for enantioselective non-covalent chalcogen-bonding catalysis.Nature communications · 2026Article
- Chalcogen···π Bonding Catalysis: Concept, Reaction Development and Emerging Opportunities.Chemistry, an Asian journal · 2026Review
- Phenotellurazine redox catalysts: elements of design for radical cross-dehydrogenative coupling reactions.Beilstein journal of organic chemistry · 2024Article
- Supramolecular catalysis with ethers enabled by dual chalcogen bonding activation.Nature communications · 2023Article
- Chalcogen bonding in the solid-state structures of 1,3-bis(benzimidazoliumyl)benzene-based chalcogen-bonding donors.Acta crystallographica. Section C, Structural chemistry · 2023Article
- 4-(Aryl)-Benzo[4,5]imidazo[1,2-Molecules (Basel, Switzerland) · 2022Article
- Catalytic Activation of Imines by Chalcogen Bond Donors in a Povarov [4+2] Cycloaddition Reaction.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
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5 authors at 1 institution in 1 country.
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Abstract
Recently, chalcogen bonding has been investigated in more detail in organocatalysis and the scope of activated functionalities continues to increase. Herein, the activation of imines in a Povarov [4+2] cycloaddition reaction with bidentate cationic chalcogen bond donors is presented. Tellurium-based Lewis acids show superior properties compared to selenium-based catalysts and inactive sulfur-based analogues. The catalytic activity of the chalcogen bonding donors increases with weaker binding anions. Triflate, however, is not suitable due to its participation in the catalytic pathway. A solvent screening revealed a more efficient activation in less polar solvents and a pronounced effect of solvent (and catalyst) on endo : exo diastereomeric ratio. Finally, new chiral chalcogen bonding catalysts were applied but provided only racemic mixtures of the product.
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