ArticleJournal of the American Chemical Society2022
Cooperative Stereoinduction in Asymmetric Photocatalysis.
Article in Journal of the American Chemical Society, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed.
- Excitation of acyclic trisubstituted alkenes via triplet energy transfer for diastereo- and enantioselective [2 + 2] photocycloaddition.Nature communications · 2026Article
- Substrate-driven iridium photocatalysts enable diastereoselective dearomative polyoxygenation of hydroxyquinolines.Chemical science · 2026Article
- Enantioselective Electrocatalytic Hydrogenation of α,β-Unsaturated Esters and Allylic Alcohols.Nature communications · 2026Article
- A metal-DNA biohybrid as enantioselective artificial photoDNAzyme.Nature communications · 2026Article
- An artificial intelligence-driven synthesis planning platform (PhotoCat) for photocatalysis.Communications chemistry · 2026Article
- Privileged Chiral Photocatalysts.Angewandte Chemie (International ed. in English) · 2025Review
- Understanding the Mechanism of Triplet-Triplet Energy Transfer in the Photocatalytic [2 + 2] Cycloaddition: Insights From Quantum Chemical Modeling.Journal of computational chemistry · 2025Article
- Article
- Counterion Effects in [Ru(bpy)JACS Au · 2024Article
- Dimerization of confined Brønsted acids in enantioselective organocatalytic reactions.Chemical science · 2023Article
- Catalytic Asymmetric Hydrogen Atom Transfer: Enantioselective Hydroamination of Alkenes.Journal of the American Chemical Society · 2023Article
- Unveiling the impact of the light-source and steric factors on [2+2] heterocycloaddition reactions.Nature synthesis · 2023Article
- Site- and enantioselective cross-coupling of saturated N-heterocycles with carboxylic acids by cooperative Ni/photoredox catalysis.Nature communications · 2023Article
- Asymmetric Photochemical [2 + 2]-Cycloaddition of Acyclic Vinylpyridines through Ternary Complex Formation and an Uncontrolled Sensitization Mechanism.Journal of the American Chemical Society · 2022Article
- Article
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Authors and funding
6 authors.
Funding
Abstract
Stereoinduction in complex organic reactions often involves the influence of multiple stereocontrol elements. The interaction among these can often result in the observation of significant cooperative effects that afford different rates and selectivities between the matched and mismatched sets of stereodifferentiating chiral elements. The elucidation of matched/mismatched effects in ground-state chemical reactions was a critically important theme in the maturation of modern stereocontrolled synthesis. The development of robust methods for the control of photochemical reactions, however, is a relatively recent development, and similar cooperative stereocontrolling effects in excited-state enantioselective photoreactions have not previously been documented. Herein, we describe a tandem chiral photocatalyst/Brønsted acid strategy for highly enantioselective [2 + 2] photocycloadditions of vinylpyridines. Importantly, the matched and mismatched chiral catalyst pairs exhibit different reaction rates and enantioselectivities across a range of coupling partners. We observe no evidence of ground-state interactions between the catalysts and conclude that these effects arise from their cooperative behavior in a transient excited-state assembly. These results suggest that similar matched/mismatched effects might be important in other classes of enantioselective dual-catalytic photochemical reactions.
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