Cargando…

Mechanism of copper-free Sonogashira reaction operates through palladium-palladium transmetallation

The seminal contributions by Sonogashira, Cassar and Heck in mid 1970s on Pd/Cu- and Pd-catalysed (copper-free) coupling of acetylenes with aryl or vinyl halides have evolved in myriad applications. Despite the enormous success both in academia and in industry, however, critical mechanistic question...

Descripción completa

Detalles Bibliográficos
Autores principales:	Gazvoda, Martin, Virant, Miha, Pinter, Balazs, Košmrlj, Janez
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	Nature Publishing Group UK 2018
Materias:	Article
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6240041/ https://www.ncbi.nlm.nih.gov/pubmed/30446654 http://dx.doi.org/10.1038/s41467-018-07081-5

Ejemplares similares

Designing Homogeneous Copper-Free Sonogashira Reaction through a Prism of Pd–Pd Transmetalation
por: Martek, Bruno A., et al.
Publicado: (2020)

Elucidating the reaction mechanism of a palladium-palladium dual catalytic process through kinetic studies of proposed elementary steps
por: Ivančič, Anže, et al.
Publicado: (2023)

Surface‐Plasmon‐Enhanced Transmetalation between Copper and Palladium Nanoparticle Catalyst
por: Liu, Xin, et al.
Publicado: (2022)

Palladium-Catalyzed Mizoroki–Heck and Copper-Free Sonogashira Coupling Reactions in Water Using Thermoresponsive Polymer Micelles
por: Suzuki, Noriyuki, et al.
Publicado: (2021)

Pyridine Wingtip in [Pd(Py-tzNHC)(2)](2+) Complex Is a Proton Shuttle in the Catalytic Hydroamination of Alkynes
por: Virant, Miha, et al.
Publicado: (2020)

Palladium-catalyzed Sonogashira coupling reactions in γ-valerolactone-based ionic liquids
por: Orha, László, et al.
Publicado: (2019)

Preparation and Reactivation of Heterogeneous Palladium Catalysts and Applications in Sonogashira, Suzuki, and Heck Reactions in Aqueous Media
por: Zhang, Sheng‐Yan, et al.
Publicado: (2018)

Palladium Catalyst Recycling for Heck‐Cassar‐Sonogashira Cross‐Coupling Reactions in Green Solvent/Base Blend
por: Fantoni, Tommaso, et al.
Publicado: (2021)

Preparation of magnetic biochar functionalized by polyvinyl imidazole and palladium nanoparticles for the catalysis of nitroarenes hydrogenation and Sonogashira reaction
por: Mohammadi, Pourya, et al.
Publicado: (2023)

Copper-free Sonogashira cross-coupling reactions: an overview
por: Mohajer, Fatemeh, et al.
Publicado: (2021)

Assessing the environmental benefit of palladium-based single-atom heterogeneous catalysts for Sonogashira coupling
por: Faust Akl, D., et al.
Publicado: (2022)

Nickel–palladium bimetallic nanoparticles supported on multi-walled carbon nanotubes; versatile catalyst for Sonogashira cross-coupling reactions
por: Wilson, Katherine A., et al.
Publicado: (2023)

Palladium Nanoparticles from Desulfovibrio alaskensis G20 Catalyze Biocompatible Sonogashira and Biohydrogenation Cascades
por: Era, Yuta, et al.
Publicado: (2022)

Palladium Nanoparticle-Decorated Porous Metal–Organic-Framework (Zr)@Guanidine: Novel Efficient Catalyst in Cross-Coupling (Suzuki, Heck, and Sonogashira) Reactions and Carbonylative Sonogashira under Mild Conditions
por: Mohammadi, Leila, et al.
Publicado: (2023)

Porous organic polymer with in situ generated palladium nanoparticles as a phase-transfer catalyst for Sonogashira cross-coupling reaction in water
por: Dong, Ying, et al.
Publicado: (2019)

Advances and mechanistic insight on the catalytic Mitsunobu reaction using recyclable azo reagents
por: Hirose, Daisuke, et al.
Publicado: (2016)

Copper-Catalyzed Azide–Alkyne Cycloaddition of Hydrazoic Acid Formed In Situ from Sodium Azide Affords 4-Monosubstituted-1,2,3-Triazoles
por: Jankovič, Dominik, et al.
Publicado: (2022)

Bimetallic copper palladium nanorods: plasmonic properties and palladium content effects
por: Ten, Andrey, et al.
Publicado: (2023)

Correction to “Copper-Catalyzed Azide–Alkyne Cycloaddition of Hydrazoic Acid Formed In Situ from Sodium Azide Affords 4-Monosubstituted-1,2,3-triazoles”
por: Jankovič, Dominik, et al.
Publicado: (2022)

Redox, transmetalation, and stacking properties of tetrathiafulvalene-2,3,6,7-tetrathiolate bridged tin, nickel, and palladium compounds
por: Xie, Jiaze, et al.
Publicado: (2019)

Aminophosphine Palladium Pincer-Catalyzed Carbonylative Sonogashira and Suzuki–Miyaura Cross-Coupling with High Catalytic Turnovers
por: Gautam, Prashant, et al.
Publicado: (2019)

Extension and functionalization of an encapsulating macrobicyclic ligand using palladium-catalyzed Suzuki–Miyaura and Sonogashira reactions of iron(ii) dihalogenoclathrochelates with inherent halogen substituents
por: Denisenko, Irina N., et al.
Publicado: (2018)

Enantioselective palladium/copper-catalyzed C–C σ-bond activation synergized with Sonogashira-type C(sp(3))–C(sp) cross-coupling alkynylation
por: Sun, Feng-Na, et al.
Publicado: (2019)

Sonogashira Reaction of Aryl and Heteroaryl Halides with Terminal Alkynes Catalyzed by a Highly Efficient and Recyclable Nanosized MCM-41 Anchored Palladium Bipyridyl Complex
por: Lin, Bo-Nan, et al.
Publicado: (2010)

Palladium-catalyzed highly regioselective mono and double Sonogashira cross-coupling reactions of 5-substituted-1,2,3-triiodobenzene under ambient conditions
por: Al-Zoubi, Raed M., et al.
Publicado: (2020)

Copper-catalyzed Sonogashira reactions: advances and perspectives since 2014
por: Arundhathi, Koduvarathodi Vadakkethil, et al.
Publicado: (2023)

Soft Heteroleptic N-Heterocyclic Carbene Palladium(II) Species for Efficient Catalytic Routes to Alkynones via Carbonylative Sonogashira Coupling
por: Mansour, Waseem, et al.
Publicado: (2020)

Mechanism of the Transmetalation of Organosilanes to Gold
por: Falivene, Laura, et al.
Publicado: (2015)

Palladium-Catalyzed, Enantioselective Heine Reaction
por: Punk, Molly, et al.
Publicado: (2016)

Advances in Palladium-Catalyzed Carboxylation Reactions
por: Veltri, Lucia, et al.
Publicado: (2022)

Gold and palladium supported on an ionic liquid modified Fe-based metal–organic framework (MOF) as highly efficient catalysts for the reduction of nitrophenols, dyes and Sonogashira–Hagihara reactions
por: Karimi, Shirin, et al.
Publicado: (2023)

Palladium and Copper: Advantageous Nanocatalysts for Multi-Step Transformations
por: Reina, Antonio, et al.
Publicado: (2021)

Weakly nucleophilic potassium aryltrifluoroborates in palladium-catalyzed Suzuki–Miyaura reactions: relative reactivity of K[4-RC(6)F(4)BF(3)] and the role of silver-assistance in acceleration of transmetallation
por: Bardin, Vadim V, et al.
Publicado: (2015)

Palladium-Supported Polydopamine-Coated NiFe(2)O(4)@TiO(2): A Sole Photocatalyst for Suzuki and Sonogashira Coupling Reactions under Sunlight Irradiation
por: Banda, Prashanth Goud, et al.
Publicado: (2022)

Regioselective Synthesis of Chromones via Cyclocarbonylative Sonogashira Coupling Catalyzed by Highly Active Bridged-Bis(N-Heterocyclic Carbene)Palladium(II) Complexes
por: Mansour, Waseem, et al.
Publicado: (2020)

Operation of platinum-palladium catalysts with leaded gasoline.
por: Teague, D M, et al.
Publicado: (1975)

Palladium- and copper-mediated N-aryl bond formation reactions for the synthesis of biological active compounds
por: Fischer, Carolin, et al.
Publicado: (2011)

The high-pressure lithium–palladium and lithium–palladium–hydrogen systems
por: Frost, Mungo, et al.
Publicado: (2022)

Enrichment of tritium by diffusion through palladium
por: Charalambous, S, et al.
Publicado: (1965)

Handbook of palladium-catalyzed organic reactions : synthetic aspects and catalytic cycles /
por: Malleron, Jean-Luc
Publicado: (1997)

Cannot write session to /tmp/vufind_sessions/sess_v2puo38isl33fcqlsjf6f351ak