ArticleJournal of the American Chemical Society2021
A Dichotomy in Cross-Coupling Site Selectivity in a Dihalogenated Heteroarene: Influence of Mononuclear Pd, Pd Clusters, and Pd Nanoparticles-the Case for Exploiting Pd Catalyst Speciation.
Article in Journal of the American Chemical Society, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 24 papers.
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Who cites it
24 citing papers in PubMed.
- Palladium Black from Decomposition Is a Directly Reusable Catalyst.ACS catalysis · 2026Article
- Speciation-Controlled C-F Bond Functionalization Enabled by Zwitterionic Pnictinidenes.Angewandte Chemie (International ed. in English) · 2026Article
- Substituent Effects on the Stability of Pd-NHC Complexes: Switching From Molecular to "Cocktail-Type" Catalysis.Journal of computational chemistry · 2026Article
- Extracting Mechanistic Information from an Open Data Set for a Pharma-Relevant Suzuki-Miyaura Cross-Coupling Reaction.Organic process research & development · 2026Article
- Trisferrocenyltrithiophosphite-Copper(I) Bromide Composites for Electrochemical COInternational journal of molecular sciences · 2026Article
- A cooperative electron-deficient phosphine/olefin ligand system for the site-selective mechanochemical Suzuki-Miyaura cross-coupling of 2,4-dibromoaryl ethers.Chemical science · 2025Article
- Catalyst Activation and Speciation Involving DyadPalladate Precatalysts in Suzuki-Miyaura and Buchwald-Hartwig Cross-Couplings.Organometallics · 2025Article
- Revealing the Hidden Complexity and Reactivity of Palladacyclic Precatalysts: The P(ACS catalysis · 2024Article
- Computational analysis of R-X oxidative addition to Pd nanoparticles.Chemical science · 2024Article
- Palladium nanoparticles for the synthesis of phenanthridinones and benzo[RSC advances · 2024Article
- Stereoselective synthesis of an advancedChemical communications (Cambridge, England) · 2024Article
- Deciphering complexity in Pd-catalyzed cross-couplings.Nature communications · 2024Article
- Nickel-Based Catalysts for the Selective Monoarylation of Dichloropyridines: Ligand Effects and Mechanistic Insights.ACS catalysis · 2024Article
- Evidence for Suzuki-Miyaura cross-couplings catalyzed by ligated PdChemical science · 2024Article
- Aryl sulfonate anion stabilized aromatic triangular cation [PdRSC advances · 2023Article
- Computer vision for non-contact monitoring of catalyst degradation and product formation kinetics.Chemical science · 2023Article
- Mechanically Robust Hybrid Gel Beads Loaded with "Naked" Palladium Nanoparticles as Efficient, Reusable, and Sustainable Catalysts for the Suzuki-Miyaura Reaction.ACS sustainable chemistry & engineering · 2023Article
- The Road Less Traveled: Unconventional Site Selectivity in Palladium-Catalyzed Cross-Couplings of DihalogenatedACS catalysis · 2022Article
- Pd-Catalyzed Cross-Couplings: On the Importance of the Catalyst Quantity Descriptors, mol % and ppm.Organic process research & development · 2022Review
- Different Oxidative Addition Mechanisms for 12- and 14-Electron Palladium(0) Explain Ligand-Controlled Divergent Site Selectivity.ACS catalysis · 2022Article
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Authors and funding
9 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Site-selective dihalogenated heteroarene cross-coupling with organometallic reagents usually occurs at the halogen proximal to the heteroatom, enabled by intrinsic relative electrophilicity, particularly in strongly polarized systems. An archetypical example is the Suzuki-Miyaura cross-coupling (SMCC) of 2,4-dibromopyridine with organoboron species, which typically exhibit C2-arylation site-selectivity using mononuclear Pd (pre)catalysts. Given that Pd speciation, particularly aggregation, is known to lead to the formation of catalytically competent multinuclear Pd
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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.