ArticleAccounts of chemical research2008
The development of versatile methods for palladium-catalyzed coupling reactions of aryl electrophiles through the use of P(t-Bu)3 and PCy3 as ligands.
Article in Accounts of chemical research, 2008. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 79 papers.
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79 citing papers in PubMed.
- Selectivity for Exhaustive Cross-Coupling of Dihaloarenes is Affected by the Interplay Between Halide Byproduct, Solvent, and Ligand.Organometallics · 2026Article
- β-Vinylated Tri(1-adamantyl)phosphine: Synthesis, Characterization, and Application in Gold Catalysis.Chemistry, an Asian journal · 2026Article
- Pd-catalyzed deuteration of aryl halides with deuterium oxide.Nature communications · 2025Article
- Weakly-Activated Phenol Derivatives as New Green Electrophilic Partners in Suzuki-Miyaura and Related C-C Couplings.Molecules (Basel, Switzerland) · 2024Review
- Aminoborate-Catalyzed Reductive Counterreactions for Oxidative Electrosynthetic Transformations.The Journal of organic chemistry · 2024Article
- Pd-, Cu-, and Ni-Catalyzed Reactions: A Comprehensive Review of the Efficient Approaches towards the Synthesis of Antibacterial Molecules.Pharmaceuticals (Basel, Switzerland) · 2024Review
- Cobalt catalyzed practical hydroboration of terminal alkynes with time-dependent stereoselectivity.Nature communications · 2024Article
- Catalyst Deactivation of a Monoligated CyJohnPhos-bound Nickel(0) Complex.Organometallics · 2023Article
- Visible light-induced palladium-carbon bond weakening in catalytically relevant T-shaped complexes.Chemical science · 2023Article
- Bulky, electron-rich, renewable: analogues of Beller's phosphine for cross-couplings.Catalysis science & technology · 2023Article
- Comparison of Monophosphine and Bisphosphine Precatalysts for Ni-Catalyzed Suzuki-Miyaura Cross-Coupling: Understanding the Role of the Ligation State in Catalysis.ACS catalysis · 2023Article
- Cobalt-Catalyzed C(spACS catalysis · 2022Article
- Halogen-Bridged Methylnaphthyl Palladium Dimers as Versatile Catalyst Precursors in Coupling Reactions.Angewandte Chemie (International ed. in English) · 2021Article
- Ylide-Substituted Phosphines with a Cyclic Ylide-Backbone: Angle Dependence of the Donor Strength.Organometallics · 2021Article
- Synthesis of 3-aryl-1-phosphinoimidazo[1,5-RSC advances · 2021Article
- Evaluation of P-bridged biaryl phosphine ligands in palladium-catalysed Suzuki-Miyaura cross-coupling reactions.RSC advances · 2021Article
- A regioselective C7 bromination and C7 palladium-catalyzed Suzuki-Miyaura cross-coupling arylation of 4-substituted NH-free indazoles.RSC advances · 2021Article
- Differences in the Performance of Allyl Based Palladium Precatalysts for Suzuki-Miyaura Reactions.Advanced synthesis & catalysis · 2020Article
- The site-selectivity and mechanism of Pd-catalyzed C(spChemical science · 2020Article
- Second Comes First: Switching Elementary Steps in Palladium-Catalyzed Cross-Coupling Reactions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
19 more citing papers are in PubMed but not listed here.
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Abstract
Metal-catalyzed coupling reactions of aryl electrophiles with organometallics and with olefins serve as unusually effective tools for forming new carbon-carbon bonds. By 1998, researchers had developed catalysts that achieved reactions of aryl iodides, bromides, and triflates. Nevertheless, many noteworthy challenges remained; among them were couplings of aryl iodides, bromides, and triflates under mild conditions (at room temperature, for example), couplings of hindered reaction partners, and couplings of inexpensive aryl chlorides. This Account highlights some of the progress that has been made in our laboratory over the past decade, largely through the appropriate choice of ligand, in achieving these synthetic objectives. In particular, we have established that palladium in combination with a bulky trialkylphosphine accomplishes a broad spectrum of coupling processes, including Suzuki, Stille, Negishi, and Heck reactions. These methods have been applied in a wide array of settings, such as natural-product synthesis, materials science, and bioorganic chemistry.
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