ArticleNature chemistry2023
Synthesis of planar chiral ferrocenes via enantioselective remote C-H activation.
Article in Nature chemistry, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed, 96 citations in OpenAlex.
- Construction of axial chirality through addressing theChemical science · 2026Article
- Monodentate Transient Directing Group Enabled Distal C─H Bond Functionalization in Ferrocenecarboxaldehyde.Chemistry, an Asian journal · 2026Article
- Nickel-catalyzed β-arylation and benzylation of 2'-hydroxychalcones to access warfarin analogues.Communications chemistry · 2025Article
- Ruthenium Catalyzed Ortho-Arylation Reaction of Benzoic Acids with Arylthianthrenium Salts.Angewandte Chemie (International ed. in English) · 2025Article
- Triple cross-electrophile coupling enabled by palladium/norbornene cooperative catalysis.Science advances · 2025Article
- Asymmetric S=N-embedded polyaromatic construction via enantioselective Pd-catalyzed C-H activation.Nature communications · 2025Article
- Substrate NOBINAc ligand affinity for PdChemical science · 2025Article
- Measuring the stereogenic remoteness in non-central chirality: a stereocontrol connectivity index for asymmetric reactions.Beilstein journal of organic chemistry · 2025Article
- Enantioselective synthesis of saddle-shaped eight-membered lactones with inherent chirality via organocatalytic high-order annulation.Nature communications · 2024Article
- Nickel(II)/BINOL-catalyzed enantioselective C-H activation via desymmetrization and kinetic resolution.Nature communications · 2024Article
- Enantioconvergent synthesis of chiral fluorenols from racemic secondary alcoholsChemical science · 2024Article
- Catalytic asymmetric synthesis of planar-chiral dianthranilides via (Dynamic) kinetic resolution.Nature communications · 2024Article
- Stereoselective assembly of C-oligosaccharides via modular difunctionalization of glycals.Nature communications · 2024Article
- Synthesis of Planar Chiral Ferroceneformaldehydes via Rh(I)-Catalyzed C-H Arylation.ACS central science · 2023Article
- Axially Chiral 2-Hydroxybiaryls by Palladium-Catalyzed Enantioselective C-H Activation.ACS catalysis · 2023Article
- Catalytic Undirected Meta-Selective C-H Borylation of Metallocenes.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2023Article
Corrections and comments
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Authors and funding
10 authors at 3 institutions in 3 countries.
Funding
Abstract
Planar chiral ferrocenes are widely studied structures in asymmetric catalysis, materials science and medicinal chemistry. Although synthetic methods for 1,2-disubstituted planar chiral ferrocenes are well known, methods for the direct construction of 1,3-disubstituted planar chiral ferrocenes remain elusive. Here we report a modular platform for the construction of planar chirality in 1,3-disubstituted ferrocenes/ruthenocenes via an enantioselective relay remote C-H activation strategy. This method demonstrates a mechanism for remote enantiocontrol via enantiodetermining initial C‒H activation at the C2 position, enabled by a chiral mono-N-protected natural amino-acid ligand, and subsequent relay to the remote C3 position by a bridgehead-substituted norbornene mediator. A wide variety of 1,3-disubstituted planar chiral metallocenes are prepared with high enantioselectivity (96‒99% e.e.). The reaction shows good functional-group tolerance and high step-economy, and aryl iodides/bromides are compatible as coupling partners. The resulting metallocenes can be readily derivatized to yield planar chiral ligands and catalysts for asymmetric catalysis as well as building blocks for other applications.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.