ArticleACS catalysis2024
Rhodium(II)-Catalyzed Asymmetric Cyclopropanation and Desymmetrization of [2.2]Paracyclophanes.
Article in ACS catalysis, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- Catalytic Enantioselective Construction of Planar Chiral Heterocyclic [2.2]Paracyclophanes Enabled by Copper-Catalyzed Desymmetric Azide-Alkyne Cycloaddition.Nature communications · 2026Article
- Skeletal Rearrangement of Biaryls via Rhodium-Azirine Intermediate: A Route to Solid-State Emissive Polycyclic Sulfamates.ACS catalysis · 2026Article
- Enantioselective intramolecular cyclopropanation via a cationic sulfoxonium-Rh-carbene.Nature communications · 2025Article
- Enantioselective and Diastereoselective Synthesis of Azaspiro[n.2]alkanes by Rhodium-Catalyzed Cyclopropanations.ACS catalysis · 2025Article
- Rh-Catalyzed Atroposelective Single-Carbon Insertion.Journal of the American Chemical Society · 2025Article
- Construction of planar chiral [2,2]paracyclophanes via photoinduced cobalt-catalyzed desymmetric addition.Nature communications · 2025Article
- Diversity Synthesis Using Glutarimides as Rhodium Carbene Precursors in Enantioselective C-H Functionalization and Cyclopropanation.Journal of the American Chemical Society · 2025Article
- Single-Carbon Insertion into Single C-C Bonds with Diazirines.Journal of the American Chemical Society · 2025Article
- Facile Recovery and Recycling of a Soluble Dirhodium Catalyst in Asymmetric Cyclopropanation via a Catalyst-in-Bag System.Organic process research & development · 2024Article
- Asymmetric Büchner reaction and arene cyclopropanation via copper-catalyzed controllable cyclization of diynes.Nature communications · 2024Article
- Rh-Catalyzed Enantioselective Single-Carbon Insertion of Alkenes.Journal of the American Chemical Society · 2024Article
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Authors and funding
3 authors.
Funding
Abstract
Chiral [2.2]paracyclophane derivatives are of considerable interest because of their potential in asymmetric catalysis and the development of chiral materials. This study describes the scope of rhodium-catalyzed reactions of aryldiazoacetates with [2.2]paracyclophanes. The reaction with the parent [2.2]paracyclophane resulted in cyclopropanation at two positions, the ratio of which is catalyst-controlled. Because of the strain in the system, one of the cyclopropanes exists primarily as the norcaradiene structure, whereas the other preferentially exists as the cycloheptatriene conformer. In contrast, the reaction with [3.3]paracyclophane results in benzylic C-H functionalization. The reactions with substituted [2.2]paracyclophanes using chiral catalysts can result in either kinetic resolution or desymmetrization. The Rh
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