ArticleChemistry (Weinheim an der Bergstrasse, Germany)2020
Carbonyl Activation by Selenium- and Tellurium-Based Chalcogen Bonding in a Michael Addition Reaction.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.
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Who cites it
21 citing papers in PubMed, 117 citations in OpenAlex.
- Neutral chiral bidentate tellurium-triazoles for enantioselective non-covalent chalcogen-bonding catalysis.Nature communications · 2026Article
- A Substrate-Dependent Redox Catalysis of Tellurenyl Species Involving Oxidation States +I, +II, and +IV.Inorganic chemistry · 2026Article
- Chalcogen-Guided Control of Azoarene Photoswitching: Tuning Excited-State Energies Through Electronic Property Modulation.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- 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
- Thermodynamics Evaluation of Selective Hydride Reduction for α,β-Unsaturated Carbonyl Compounds.Molecules (Basel, Switzerland) · 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
- Topochemical, Single-Crystal-to-Single-Crystal [2+2] Photocycloadditions Driven by Chalcogen-Bonding Interactions.Angewandte Chemie (International ed. in English) · 2022Article
- Catalytic Activation of Imines by Chalcogen Bond Donors in a Povarov [4+2] Cycloaddition Reaction.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- OJACS Au · 2022Article
- Cooperative chalcogen bonding interactions in confined sites activate aziridines.Nature communications · 2022Article
- Te(II)-Catalyzed Cross-Dehydrogenative Phenothiazination of Anilines.Organic letters · 2022Article
- A Se···O bonding catalysis approach to the synthesis of calix[4]pyrroles.Beilstein journal of organic chemistry · 2022Article
- On the Importance of Pnictogen and Chalcogen Bonding Interactions in Supramolecular Catalysis.International journal of molecular sciences · 2021Review
- Dehydrogenative C-H Phenochalcogenazination.Organic letters · 2021Article
- Tellurium(II)/Tellurium(III)-Catalyzed Cross-Dehydrogenative C-N Bond Formation.Angewandte Chemie (International ed. in English) · 2021Article
- Zero-, one-, two- and three-dimensional supramolecular architectures sustained by SeCoordination chemistry reviews · 2021Review
- The Nature of Strong Chalcogen Bonds Involving Chalcogen-Containing Heterocycles.Angewandte Chemie (International ed. in English) · 2020Article
- The Carbonyl⋅⋅⋅Tellurazole Chalcogen Bond as a Molecular Recognition Unit: From Model Studies to Supramolecular Organic Frameworks.Angewandte Chemie (International ed. in English) · 2020Article
- Redox-controlled chalcogen-bonding at tellurium: impact on Lewis acidity and chloride anion transport properties.Chemical science · 2020Article
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Authors and funding
4 authors at 1 institution in 1 country.
Funding
Abstract
In the last years the use of chalcogen bonding-the noncovalent interaction involving electrophilic chalcogen centers-in noncovalent organocatalysis has received increased interest, particularly regarding the use of intermolecular Lewis acids. Herein, we present the first use of tellurium-based catalysts for the activation of a carbonyl compound (and only the second such activation by chalcogen bonding in general). As benchmark reaction, the Michael-type addition between trans-crotonophenone and 1-methylindole (and its derivatives) was investigated in the presence of various catalyst candidates. Whereas non-chalcogen-bonding reference compounds were inactive, strong rate accelerations of up to 1000 could be achieved by bidentate triazolium-based chalcogen bond donors, with product yields of >90 % within 2 h of reaction time. Organotellurium derivatives were markedly more active than their selenium and sulphur analogues and non-coordinating counterions like BAr
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