Mechanistic Aspects of the Palladium‐Catalyzed Suzuki‐Miyaura Cross‐Coupling Reaction
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Title
Mechanistic Aspects of the Palladium‐Catalyzed Suzuki‐Miyaura Cross‐Coupling Reaction
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Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume -, Issue -, Pages -
Publisher
Wiley
Online
2021-07-16
DOI
10.1002/chem.202101880
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Note: Only part of the references are listed.- Suzuki coupling reactions catalyzed by Schiff base supported palladium complexes bearing the vitamin B6 cofactor
- (2021) Abdollah Neshat et al. Molecular Catalysis
- [Pd(NHC)(μ-Cl)Cl]2: Versatile and Highly Reactive Complexes for Cross-Coupling Reactions that Avoid Formation of Inactive Pd(I) Off-Cycle Products
- (2020) Tongliang Zhou et al. iScience
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- (2020) Timothy Boit et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Concatenating Suzuki Arylation and Buchwald–Hartwig Amination by A Sequentially Pd‐Catalyzed One‐Pot Process—Consecutive Three‐Component Synthesis of C , N ‐Diarylated Heterocycles
- (2020) Laura Mayer et al. CHEMISTRY-A EUROPEAN JOURNAL
- Core-shell iron oxide@cathecol-polymer@palladium/copper nanocomposites as efficient and sustainable catalysts in cross-coupling reactions
- (2020) Somayeh Ostovar et al. Molecular Catalysis
- Green Solvent Selection for Suzuki–Miyaura Coupling of Amides
- (2020) Peng Lei et al. ACS Sustainable Chemistry & Engineering
- Recent Advances in Acyl Suzuki Cross-Coupling
- (2019) Jonathan Buchspies et al. Catalysts
- The Suzuki-Miyaura reaction after the Nobel prize
- (2019) Irina P. Beletskaya et al. COORDINATION CHEMISTRY REVIEWS
- The role of palladium nanoparticles in catalytic C–C cross-coupling reactions
- (2019) A.M. Trzeciak et al. COORDINATION CHEMISTRY REVIEWS
- Nickel-catalyzed Suzuki–Miyaura cross-couplings of aldehydes
- (2019) Lin Guo et al. Nature Communications
- Towards the online computer-aided design of catalytic pockets
- (2019) Laura Falivene et al. Nature Chemistry
- Mechanistic Study of Suzuki-Miyaura Cross-Coupling Reactions of Amides Mediated by [Pd(NHC)(allyl)Cl] Precatalysts
- (2018) Guangchen Li et al. ChemCatChem
- Ligand-Controlled Chemoselective C(acyl)–O Bond vs C(aryl)–C Bond Activation of Aromatic Esters in Nickel Catalyzed C(sp2)–C(sp3) Cross-Couplings
- (2018) Adisak Chatupheeraphat et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Monitoring of the Phosphine Role in the Mechanism of Palladium-Catalyzed Benzosilole Formation from Aryloxyethynyl Silanes
- (2018) Martí Gimferrer et al. ORGANOMETALLICS
- Nickel(I) Aryl Species: Synthesis, Properties, and Catalytic Activity
- (2018) Megan Mohadjer Beromi et al. ACS Catalysis
- Designing Pd and Ni Catalysts for Cross-Coupling Reactions by Minimizing Off-Cycle Species
- (2018) David Balcells et al. ACS Catalysis
- Well-Defined Palladium(II)–NHC Precatalysts for Cross-Coupling Reactions of Amides and Esters by Selective N–C/O–C Cleavage
- (2018) Shicheng Shi et al. ACCOUNTS OF CHEMICAL RESEARCH
- Pd-PEPPSI: Water-Assisted Suzuki−Miyaura Cross-Coupling of Aryl Esters at Room Temperature using a Practical Palladium-NHC (NHC=N-Heterocyclic Carbene) Precatalyst
- (2018) Guangchen Li et al. ADVANCED SYNTHESIS & CATALYSIS
- Pd-PEPPSI: Pd-NHC Precatalyst for Suzuki–Miyaura Cross-Coupling Reactions of Amides
- (2017) Peng Lei et al. JOURNAL OF ORGANIC CHEMISTRY
- Resonance Destabilization in N-Acylanilines (Anilides): Electronically-Activated Planar Amides of Relevance in N–C(O) Cross-Coupling
- (2017) Roman Szostak et al. JOURNAL OF ORGANIC CHEMISTRY
- Understanding the Unusual Reduction Mechanism of Pd(II) to Pd(I): Uncovering Hidden Species and Implications in Catalytic Cross-Coupling Reactions
- (2017) Carin C. C. Johansson Seechurn et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Mechanistic Study of an Improved Ni Precatalyst for Suzuki–Miyaura Reactions of Aryl Sulfamates: Understanding the Role of Ni(I) Species
- (2017) Megan Mohadjer Beromi et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Palladium-Catalyzed Suzuki–Miyaura Coupling of Aryl Esters
- (2017) Taoufik Ben Halima et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Palladium-Catalyzed Suzuki–Miyaura Cross-Coupling of N-Mesylamides by N–C Cleavage: Electronic Effect of the Mesyl Group
- (2017) Chengwei Liu et al. ORGANIC LETTERS
- Pd-PEPPSI: A General Pd-NHC Precatalyst for Suzuki–Miyaura Cross-Coupling of Esters by C–O Cleavage
- (2017) Shicheng Shi et al. ORGANOMETALLICS
- Mechanism of the Suzuki–Miyaura Cross-Coupling Reaction Mediated by [Pd(NHC)(allyl)Cl] Precatalysts
- (2017) Giulia Magi Meconi et al. ORGANOMETALLICS
- Suzuki–Miyaura cross-coupling of amides and esters at room temperature: correlation with barriers to rotation around C–N and C–O bonds
- (2017) Peng Lei et al. Chemical Science
- General Method for the Suzuki–Miyaura Cross-Coupling of Amides Using Commercially Available, Air- and Moisture-Stable Palladium/NHC (NHC = N-Heterocyclic Carbene) Complexes
- (2017) Peng Lei et al. ACS Catalysis
- Breaking Amides using Nickel Catalysis
- (2017) Jacob E. Dander et al. ACS Catalysis
- Well-defined nickel and palladium precatalysts for cross-coupling
- (2017) Nilay Hazari et al. Nature Reviews Chemistry
- Applications of Palladium-Catalyzed C–N Cross-Coupling Reactions
- (2016) Paula Ruiz-Castillo et al. CHEMICAL REVIEWS
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- (2016) Juan Pablo Martínez et al. CHEMISTRY-A EUROPEAN JOURNAL
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- (2016) Liu (Leo) Liu et al. JOURNAL OF ORGANIC CHEMISTRY
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- (2016) Guangrong Meng et al. ACS Catalysis
- Selective Metathesis of α-Olefins from Bio-Sourced Fischer–Tropsch Feeds
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- (2015) A. J. DeAngelis et al. JOURNAL OF ORGANIC CHEMISTRY
- Conversion of amides to esters by the nickel-catalysed activation of amide C–N bonds
- (2015) Liana Hie et al. NATURE
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- (2015) Nicholas A. Weires et al. Nature Chemistry
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- (2015) Marialuisa Aufiero et al. ORGANOMETALLICS
- Tutorial on Oxidative Addition
- (2015) Jay A. Labinger ORGANOMETALLICS
- Reactions of the 21st Century: Two Decades of Innovative Catalyst Design for Palladium-Catalyzed Cross-Couplings
- (2015) Peter G. Gildner et al. ORGANOMETALLICS
- Understanding Precatalyst Activation in Cross-Coupling Reactions: Alcohol Facilitated Reduction from Pd(II) to Pd(0) in Precatalysts of the Type (η3-allyl)Pd(L)(Cl) and (η3-indenyl)Pd(L)(Cl)
- (2015) Patrick R. Melvin et al. ACS Catalysis
- Design of a Versatile and Improved Precatalyst Scaffold for Palladium-Catalyzed Cross-Coupling: (η3-1-tBu-indenyl)2(μ-Cl)2Pd2
- (2015) Patrick R. Melvin et al. ACS Catalysis
- On the Reaction Mechanism of the Rhodium-Catalyzed Arylation of Fullerene (C60) with Organoboron Compounds in the Presence of Water
- (2015) Juan Pablo Martínez et al. ChemistryOpen
- The Transmetalation Process in Suzuki-Miyaura Reactions: Calculations Indicate Lower Barrier via Boronate Intermediate
- (2014) Manuel A. Ortuño et al. ChemCatChem
- Role of the Base and Control of Selectivity in the Suzuki-Miyaura Cross-Coupling Reaction
- (2014) Carlos F. R. A. C. Lima et al. ChemCatChem
- Experiment and computation: a combined approach to study the reactivity of palladium complexes in oxidation states 0 toiv
- (2014) Karl J. Bonney et al. CHEMICAL SOCIETY REVIEWS
- [(IPent)PdCl2(morpholine)]: A Readily Activated Precatalyst for Room-Temperature, Additive-Free Carbon-Sulfur Coupling
- (2014) Jennifer L. Farmer et al. CHEMISTRY-A EUROPEAN JOURNAL
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- (2014) Claire L. McMullin et al. DALTON TRANSACTIONS
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- (2014) Nicholas C. Bruno et al. JOURNAL OF ORGANIC CHEMISTRY
- Insight into the Efficiency of Cinnamyl-Supported Precatalysts for the Suzuki–Miyaura Reaction: Observation of Pd(I) Dimers with Bridging Allyl Ligands During Catalysis
- (2014) Damian P. Hruszkewycz et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- An overview of N-heterocyclic carbenes
- (2014) Matthew N. Hopkinson et al. NATURE
- Effect of 2-Substituents on Allyl-Supported Precatalysts for the Suzuki–Miyaura Reaction: Relating Catalytic Efficiency to the Stability of Palladium(I) Bridging Allyl Dimers
- (2014) Damian P. Hruszkewycz et al. ORGANOMETALLICS
- Computational Perspective on Pd-Catalyzed C–C Cross-Coupling Reaction Mechanisms
- (2013) Max García-Melchor et al. ACCOUNTS OF CHEMICAL RESEARCH
- Transmetalation in the Suzuki-Miyaura Coupling: The Fork in the Trail
- (2013) Alastair J. J. Lennox et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Oxidative Additions of Aryl Halides to Palladium Proceed through the Monoligated Complex
- (2013) Krista Vikse et al. ChemCatChem
- Palladium monophosphine Pd(PPh3): is it really accessible in solution?
- (2013) Pietro Vidossich et al. CHEMICAL COMMUNICATIONS
- Chemistry of Bridged Lactams and Related Heterocycles
- (2013) Michal Szostak et al. CHEMICAL REVIEWS
- Transition-metal-catalyzed Suzuki–Miyaura cross-coupling reactions: a remarkable advance from palladium to nickel catalysts
- (2013) Fu-She Han CHEMICAL SOCIETY REVIEWS
- Selection of boron reagents for Suzuki–Miyaura coupling
- (2013) Alastair J. J. Lennox et al. CHEMICAL SOCIETY REVIEWS
- Mechanism of Palladium-Catalyzed Suzuki-Miyaura Reactions: Multiple and Antagonistic Roles of Anionic “Bases” and Their Countercations
- (2013) Christian Amatore et al. CHEMISTRY-A EUROPEAN JOURNAL
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- (2013) Albert Poater et al. DALTON TRANSACTIONS
- Exact ligand cone angles
- (2013) Jenna A. Bilbrey et al. JOURNAL OF COMPUTATIONAL CHEMISTRY
- Dinuclear Palladium Complexes-Precursors or Catalysts?
- (2012) Robert S. Paton et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Palladium-Catalyzed Cross-Coupling: A Historical Contextual Perspective to the 2010 Nobel Prize
- (2012) Carin C. C. Johansson Seechurn et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
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- (2012) Rylan J. Lundgren et al. CHEMISTRY-A EUROPEAN JOURNAL
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- (2012) Yu Lan et al. Chemical Science
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- (2012) Hongbo Li et al. ACS Catalysis
- A latent ruthenium based olefin metathesis catalyst with a sterically demanding NHC ligand
- (2012) Anita Leitgeb et al. Catalysis Science & Technology
- Mutual Activation: Suzuki-Miyaura Coupling through Direct Cleavage of the sp2 CO Bond of Naphtholate
- (2011) Da-Gang Yu et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Advances in Transition Metal (Pd,Ni,Fe)-Catalyzed Cross-Coupling Reactions Using Alkyl-organometallics as Reaction Partners
- (2011) Ranjan Jana et al. CHEMICAL REVIEWS
- Kinetic Data for the Transmetalation/Reductive Elimination in Palladium-Catalyzed Suzuki-Miyaura Reactions: Unexpected Triple Role of Hydroxide Ions Used as Base
- (2011) Christian Amatore et al. CHEMISTRY-A EUROPEAN JOURNAL
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- (2011) Maria Besora et al. DALTON TRANSACTIONS
- Air-Stable Pd(R-allyl)LCl (L= Q-Phos, P(t-Bu)3, etc.) Systems for C–C/N Couplings: Insight into the Structure–Activity Relationship and Catalyst Activation Pathway
- (2011) Carin C. C. Johansson Seechurn et al. JOURNAL OF ORGANIC CHEMISTRY
- Reactivity and Stability of Dinuclear Pd(I) Complexes: Studies on the Active Catalytic Species, Insights into Precatalyst Activation and Deactivation, and Application in Highly Selective Cross-Coupling Reactions
- (2011) Fabien Proutiere et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Distinguishing Between Pathways for Transmetalation in Suzuki−Miyaura Reactions
- (2011) Brad P. Carrow et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Suzuki−Miyaura Cross-Coupling of Aryl Carbamates and Sulfamates: Experimental and Computational Studies
- (2011) Kyle W. Quasdorf et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Percent buried volume for phosphine and N-heterocyclic carbene ligands: steric properties in organometallic chemistry
- (2010) Hervé Clavier et al. CHEMICAL COMMUNICATIONS
- Nickel-Catalyzed Cross-Couplings Involving Carbon−Oxygen Bonds
- (2010) Brad M. Rosen et al. CHEMICAL REVIEWS
- A computational study of phosphine ligand effects in Suzuki–Miyaura coupling☆
- (2010) Jesús Jover et al. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL
- Enantioselective Synthesis of Axially Chiral Biaryls by the Pd-Catalyzed Suzuki−Miyaura Reaction: Substrate Scope and Quantum Mechanical Investigations
- (2010) Xiaoqiang Shen et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- N-Heterocyclic Carbenes in Late Transition Metal Catalysis
- (2009) Silvia Díez-González et al. CHEMICAL REVIEWS
- Theoretical aspects of palladium-catalysed carbon–carbon cross-coupling reactions
- (2009) Liqin Xue et al. CHEMICAL SOCIETY REVIEWS
- SambVca: A Web Application for the Calculation of the Buried Volume of N-Heterocyclic Carbene Ligands
- (2009) Albert Poater et al. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
- Why Is the Suzuki−Miyaura Cross-Coupling of sp3Carbons in α-Bromo Sulfoxide Systems Fast and Stereoselective? A DFT Study on the Mechanism
- (2009) Christophe Gourlaouen et al. JOURNAL OF ORGANIC CHEMISTRY
- C−C Reductive Elimination in Palladium Complexes, and the Role of Coupling Additives. A DFT Study Supported by Experiment
- (2009) Martín Pérez-Rodríguez et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Palladium-Catalyzed Suzuki−Miyaura Cross-Coupling Reactions Employing Dialkylbiaryl Phosphine Ligands
- (2008) Ruben Martin et al. ACCOUNTS OF CHEMICAL RESEARCH
- Room-temperature activation of aryl chlorides in Suzuki–Miyaura coupling using a [Pd(μ-Cl)Cl(NHC)]2 complex (NHC = N-heterocyclic carbene)
- (2008) Olivier Diebolt et al. CHEMICAL COMMUNICATIONS
- Understanding the M(NHC) (NHC=N-heterocyclic carbene) bond
- (2008) Heiko Jacobsen et al. COORDINATION CHEMISTRY REVIEWS
- C2-Symmetric Bis-Hydrazones as Ligands in the Asymmetric Suzuki−Miyaura Cross-Coupling
- (2008) Antonio Bermejo et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Synthetic, Structural, and Thermochemical Studies of N-Heterocyclic Carbene (NHC) and Tertiary Phosphine Ligands in the [(L)2Ni(CO)2] (L = PR3, NHC) System
- (2008) Natalie M. Scott et al. ORGANOMETALLICS
- Thermodynamics of N-Heterocyclic Carbene Dimerization: The Balance of Sterics and Electronics
- (2008) Albert Poater et al. ORGANOMETALLICS
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- (2008) Cristina Sicre et al. TETRAHEDRON
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- (2007) Roy A. Kelly III et al. ORGANOMETALLICS
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