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Direct Synthesis of High-Valent Aryl–Cu(II) and Aryl–Cu(III) Compounds: Mechanistic Insight into Arene C–H Bond Metalation

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What this work says

Outgoing claims: the papers this work cites, builds on, or argues with.

inferredcites →https://doi.org/10.1002/1521-3773(20010618)40:12<2323::aid-anie2323>3.0.co;2-fopenalex-snapshot
Metal Complexes of an N-Confused Calix[4]phyrin Derivative—The First X-ray Structure of an Organometallic Compound of Divalent Copper
inferredcites →https://doi.org/10.1002/1521-3773(20020816)41:16<2991::aid-anie2991>3.0.co;2-6openalex-snapshot
Aryl CbH Activation by CuII To Form an Organometallic Aryl–CuIII Species: A Novel Twist on Copper Disproportionation This research was supported by MICYT of Spain through project PBQ2000-0548 and with the grant SGR-3102-UG-01 as well as the Distinction award from from CIRIT Generalitat de…
inferredcites →https://doi.org/10.1002/1521-3773(20021202)41:23<4370::aid-anie11114370>3.0.co;2-dopenalex-snapshot
Aryl CH Activation by CuII To Form an Organometallic Aryl–CuIII Species: A Novel Twist on Copper Disproportionation
inferredcites →https://doi.org/10.1002/anie.200705420openalex-snapshot
CH Functionalization/CN Bond Formation: Copper‐Catalyzed Synthesis of Benzimidazoles from Amidines
inferredcites →https://doi.org/10.1002/anie.200801240openalex-snapshot
Synthesis of 2‐Arylbenzoxazoles by Copper‐Catalyzed Intramolecular Oxidative CO Coupling of Benzanilides
inferredcites →https://doi.org/10.1002/anie.201103945openalex-snapshot
Copper‐Catalyzed Aerobic Oxidative CH Functionalizations: Trends and Mechanistic Insights
inferredcites →https://doi.org/10.1002/jcc.540141112openalex-snapshot
General atomic and molecular electronic structure system
inferredcites →https://doi.org/10.1021/ar200108copenalex-snapshot
Nitrogen and Oxygen Bridged Calixaromatics: Synthesis, Structure, Functionalization, and Molecular Recognition
inferredcites →https://doi.org/10.1021/ar200185gopenalex-snapshot
Weak Coordination as a Powerful Means for Developing Broadly Useful C–H Functionalization Reactions
inferredcites →https://doi.org/10.1021/cr00002a004openalex-snapshot
A survey of Hammett substituent constants and resonance and field parameters
inferredcites →https://doi.org/10.1021/cr00088a005openalex-snapshot
Intermolecular interactions from a natural bond orbital, donor-acceptor viewpoint
inferredcites →https://doi.org/10.1021/cr200241fopenalex-snapshot
Mechanisms of Nucleophilic Organocopper(I) Reactions
inferredcites →https://doi.org/10.1021/cr300527gopenalex-snapshot
Aerobic Copper-Catalyzed Organic Reactions
inferredcites →https://doi.org/10.1021/cr990326uopenalex-snapshot
Structural Aspects of Aromaticity
inferredcites →https://doi.org/10.1021/ic000051xopenalex-snapshot
Copper(II) Complexes of Inverted Porphyrin and Its Methylated Derivatives
inferredcites →https://doi.org/10.1021/j100096a001openalex-snapshot
Ab Initio Calculation of Vibrational Absorption and Circular Dichroism Spectra Using Density Functional Force Fields
inferredcites →https://doi.org/10.1021/ja0356075openalex-snapshot
Control of Cu(II) and Cu(III) States in N-Confused Porphyrin by Protonation/Deprotonation at the Peripheral Nitrogen
inferredcites →https://doi.org/10.1021/ja038519topenalex-snapshot
Trans Doubly N-Confused Porphyrins: Cu(III) Complexation and Formation of Rodlike Hydrogen-Bonding Networks
inferredcites →https://doi.org/10.1021/ja056165vopenalex-snapshot
Proton Abstraction Mechanism for the Palladium-Catalyzed Intramolecular Arylation
inferredcites →https://doi.org/10.1021/ja061715qopenalex-snapshot
Cu(II)-Catalyzed Functionalizations of Aryl C−H Bonds Using O 2 as an Oxidant
inferredcites →https://doi.org/10.1021/ja101599eopenalex-snapshot
Facile C−H Bond Cleavage via a Proton-Coupled Electron Transfer Involving a C−H···CuIIInteraction
inferredcites →https://doi.org/10.1021/ja1045378openalex-snapshot
Copper-Catalyzed Aerobic Oxidative Functionalization of an Arene C−H Bond: Evidence for an Aryl-Copper(III) Intermediate
inferredcites →https://doi.org/10.1021/ja201425eopenalex-snapshot
Mechanistic Understanding of the Unexpected Meta Selectivity in Copper-Catalyzed Anilide C–H Bond Arylation
inferredcites →https://doi.org/10.1021/ja2058567openalex-snapshot
Nucleophilic Aryl Fluorination and Aryl Halide Exchange Mediated by a CuI/CuIII Catalytic Cycle
inferredcites →https://doi.org/10.1021/ja4026424openalex-snapshot
Divergence between Organometallic and Single-Electron-Transfer Mechanisms in Copper(II)-Mediated Aerobic C–H Oxidation
inferredcites →https://doi.org/10.1021/ja802123popenalex-snapshot
Carbon−Nitrogen Bond Formation Involving Well-Defined Aryl−Copper(III) Complexes
inferredcites →https://doi.org/10.1021/ja802533uopenalex-snapshot
Analysis of the Concerted Metalation-Deprotonation Mechanism in Palladium-Catalyzed Direct Arylation Across a Broad Range of Aromatic Substrates
inferredcites →https://doi.org/10.1021/ja902310nopenalex-snapshot
Organocopper(II) Complex of 21-Diphenylphosphoryl-Carbaporpholactone Hybrid: A Side-On Coordination Mode of Copper(II)
inferredcites →https://doi.org/10.1021/ja992679gopenalex-snapshot
Doubly N-Confused Porphyrin: A New Complexing Agent Capable of Stabilizing Higher Oxidation States
inferredcites →https://doi.org/10.1021/jo300152uopenalex-snapshot
Cu(ClO4)2-Mediated Arene C–H Bond Halogenations of Azacalixaromatics Using Alkali Metal Halides as Halogen Sources
inferredcites →https://doi.org/10.1021/ol034227lopenalex-snapshot
N-Confused Porphyrin-Bearing meso-Perfluorophenyl Groups: A Potential Agent That Forms Stable Square-Planar Complexes with Cu(II) and Ag(III)
inferredcites →https://doi.org/10.1021/ol202874nopenalex-snapshot
Regiospecific Functionalization of Azacalixaromatics through Copper-Mediated Aryl C–H Activation and C–O Bond Formation
inferredcites →https://doi.org/10.1021/ol300205ropenalex-snapshot
Construction of Caryl–Calkynyl Bond from Copper-Mediated Arene–Alkyne and Aryl Iodide–Alkyne Cross-Coupling Reactions: A Common Aryl-CuIII Intermediate in Arene C–H Activation and Castro–Stephens Reaction
inferredcites →https://doi.org/10.1021/ol401453fopenalex-snapshot
Cu(OTf)2-Catalyzed Selective Arene C–H Bond Hydroxylation and Nitration with KNO2 as an Ambident O- and N-Nucleophile via a Cu(II)–Cu(III)–Cu(I) Mechanism
inferredcites →https://doi.org/10.1021/om3010405openalex-snapshot
Introduction to the Ennobling a Base Metal: Presenting Copper in Organometallic Chemistry Issue
inferredcites →https://doi.org/10.1038/nature11008openalex-snapshot
High-valent organometallic copper and palladium in catalysis
inferredcites →https://doi.org/10.1039/b210420mopenalex-snapshot
Design and synthesis of copper complexes of novel ligands based on the pyridine thiolate group
inferredcites →https://doi.org/10.1039/b507073bopenalex-snapshot
A complete series of copper(ii) halide complexes (X = F, Cl, Br, I) with a novel Cu(ii)–C(sp3) bond
inferredcites →https://doi.org/10.1039/b902946jopenalex-snapshot
Room-temperature aerobic formation of a stable aryl–Cu(iii) complex and its reactions with nucleophiles: highly efficient and diverse arene C–H functionalizations of azacalix[1]arene[3]pyridine
inferredcites →https://doi.org/10.1039/c2cc35067jopenalex-snapshot
C aryl –C alkyl bond formation from Cu(ClO 4 ) 2 -mediated oxidative cross coupling reaction between arenes and alkyllithium reagents through structurally well-defined Ar–Cu( iii ) intermediates
inferredcites →https://doi.org/10.1039/c3sc21818jopenalex-snapshot
The role of organometallic copper(iii) complexes in homogeneous catalysis
inferredcites →https://doi.org/10.1063/1.464913openalex-snapshot
Density-functional thermochemistry. III. The role of exact exchange
inferredcites →https://doi.org/10.1103/physrevb.37.785openalex-snapshot
Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density

What points at this work

Incoming claims: where this work appears in other papers’ reference lists and arguments.

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inferred← citeshttps://doi.org/10.1007/s11426-018-9328-8openalex-snapshot
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Directing Effects on the Copper-Catalyzed Site-Selective Arylation of Indoles
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Enantioselective Copper-Catalyzed 1,5-Cyanotrifluoromethylation of Vinylcyclopropanes
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Mechanism of Cu-Catalyzed Aerobic C(CO)–CH3 Bond Cleavage: A Combined Computational and Experimental Study
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C–H Labeling with [18F]Fluoride: An Emerging Methodology in Radiochemistry
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Copper-Catalyzed Direct C–H Alkylation of Polyfluoroarenes by Using Hydrocarbons as an Alkylating Source
inferred← citeshttps://doi.org/10.1021/jacs.0c05369openalex-snapshot
Catalytic Enantioselective Synthesis and Switchable Chiroptical Property of Inherently Chiral Macrocycles
inferred← citeshttps://doi.org/10.1021/jacs.3c00914openalex-snapshot
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inferred← citeshttps://doi.org/10.1021/jacs.3c09369openalex-snapshot
Copper-Catalyzed C–C Cross-Couplings of Tertiary Alkyl Halides with Anilines Enabled by Cyclopropenimine-Based Ligands
inferred← citeshttps://doi.org/10.1021/jacs.4c18255openalex-snapshot
Copper-Mediated Enantioselective C–H Thiolation of Ferrocenes Enabled by the BINOL Ligand
inferred← citeshttps://doi.org/10.1021/jacs.5b08347openalex-snapshot
Factors That Control C–C Cleavage versus C–H Bond Hydroxylation in Copper-Catalyzed Oxidations of Ketones with O2
inferred← citeshttps://doi.org/10.1021/jacs.5b11418openalex-snapshot
An Insoluble Copper(II) Acetylacetonate–Chiral Bipyridine Complex that Catalyzes Asymmetric Silyl Conjugate Addition in Water
inferred← citeshttps://doi.org/10.1021/jacs.6b00802openalex-snapshot
Aryl Group Transfer from Tetraarylborato Anions to an Electrophilic Dicopper(I) Center and Mixed-Valence μ-Aryl Dicopper(I,II) Complexes
inferred← citeshttps://doi.org/10.1021/jacs.6b04077openalex-snapshot
A Dual-Catalytic Strategy To Direct Asymmetric Radical Aminotrifluoromethylation of Alkenes
inferred← citeshttps://doi.org/10.1021/jacs.6b10468openalex-snapshot
Enantioselective Copper-Catalyzed Intermolecular Cyanotrifluoromethylation of Alkenes via Radical Process
inferred← citeshttps://doi.org/10.1021/jacs.7b03131openalex-snapshot
Derisking the Cu-Mediated 18F-Fluorination of Heterocyclic Positron Emission Tomography Radioligands
inferred← citeshttps://doi.org/10.1021/jacs.7b04046openalex-snapshot
Three-Coordinate Copper(II) Aryls: Key Intermediates in C–O Bond Formation
inferred← citeshttps://doi.org/10.1021/jacs.7b07944openalex-snapshot
Silver-Catalyzed Decarboxylative Trifluoromethylation of Aliphatic Carboxylic Acids
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inferred← citeshttps://doi.org/10.1021/jacs.8b01876openalex-snapshot
Ground-State Copper(III) Stabilized by N-Confused/N-Linked Corroles: Synthesis, Characterization, and Redox Reactivity
inferred← citeshttps://doi.org/10.1021/jacs.8b01896openalex-snapshot
Mechanistic Study on Cu(II)-Catalyzed Oxidative Cross-Coupling Reaction between Arenes and Boronic Acids under Aerobic Conditions
inferred← citeshttps://doi.org/10.1021/jacs.8b07380openalex-snapshot
Copper-Catalyzed Electrochemical C–H Amination of Arenes with Secondary Amines
inferred← citeshttps://doi.org/10.1021/jacs.8b08826openalex-snapshot
Copper-Mediated Amination of Aryl C–H Bonds with the Direct Use of Aqueous Ammonia via a Disproportionation Pathway
inferred← citeshttps://doi.org/10.1021/jacs.9b10226openalex-snapshot
Radical Reactivity, Catalysis, and Reaction Mechanism of Arylcopper(II) Compounds: The Missing Link in Organocopper Chemistry
inferred← citeshttps://doi.org/10.1021/jacsau.4c00745openalex-snapshot
Three Distinct Oxidation States (II/II, II/III, and III/III) of Diorganocopper Complexes
inferred← citeshttps://doi.org/10.1021/jo502115aopenalex-snapshot
Designing a Cu(II)–ArCu(II)–ArCu(III)–Cu(I) Catalytic Cycle: Cu(II)-Catalyzed Oxidative Arene C–H Bond Azidation with Air as an Oxidant under Ambient Conditions
inferred← citeshttps://doi.org/10.1021/ol5027156openalex-snapshot
Cu(II)-Mediated C–S/N–S Bond Formation via C–H Activation: Access to Benzoisothiazolones Using Elemental Sulfur
inferred← citeshttps://doi.org/10.1021/om5007903openalex-snapshot
Mechanistic Investigations of Cu-Catalyzed Fluorination of Diaryliodonium Salts: Elaborating the CuI/CuIII Manifold in Copper Catalysis
inferred← citeshttps://doi.org/10.1021/om501239nopenalex-snapshot
DFT Studies on the Mechanism of Palladium(IV)-Mediated C–H Activation Reactions: Oxidant Effect and Regioselectivity
inferred← citeshttps://doi.org/10.1038/ncomms14841openalex-snapshot
Catalytic asymmetric radical aminoperfluoroalkylation and aminodifluoromethylation of alkenes to versatile enantioenriched-fluoroalkyl amines
inferred← citeshttps://doi.org/10.1039/c4ob01312copenalex-snapshot
Directed arene/alkyne annulation reactions via aerobic copper catalysis
inferred← citeshttps://doi.org/10.1039/c4tb01848fopenalex-snapshot
Synthesis and photophysical, electrochemical, antibacterial, and DNA binding studies of triazinocalix[2]arenes
inferred← citeshttps://doi.org/10.1039/c5cc05058hopenalex-snapshot
Copper-catalyzed oxidative C–H/C–H cross-coupling of benzamides and thiophenes
inferred← citeshttps://doi.org/10.1039/c5dt01090jopenalex-snapshot
Crystal structures of benzoxazolyl–copper( iii , ii , i ) complexes and investigation of Cu( ii )-mediated aryl carbon–hydrogen bromination
inferred← citeshttps://doi.org/10.1039/c5qo00043bopenalex-snapshot
An efficient synthesis of gem-diiodoolefins and (E)-iodoalkenes from propargylic amides with a Cu( i )/Cu( iii ) cycle
inferred← citeshttps://doi.org/10.1039/c5qo00045aopenalex-snapshot
Alkynyl trifluoromethyl selenide synthesis via oxidative trifluoromethylselenolation of terminal alkynes
inferred← citeshttps://doi.org/10.1039/c5ra15214copenalex-snapshot
Altering synthetic fragments to tune the AIE properties and self-assemble grid-like structures of TPE-based oxacalixarenes
inferred← citeshttps://doi.org/10.1039/c5ra21963aopenalex-snapshot
Copper-catalysed regioselective azidation of arenes by C–H activation directed by pyridine
inferred← citeshttps://doi.org/10.1039/c5sc04860eopenalex-snapshot
Post-synthetic modification of a macrocyclic receptor via regioselective imidazolium ring-opening
inferred← citeshttps://doi.org/10.1039/c6dt02306aopenalex-snapshot
The first organocopper tetrazole derivative: synthesis and characterization
inferred← citeshttps://doi.org/10.1039/c6qo00156dopenalex-snapshot
Recent advances in copper-mediated chelation-assisted functionalization of unactivated C–H bonds
inferred← citeshttps://doi.org/10.1039/c6qo00161kopenalex-snapshot
Synthesis of trifluoromethylthiolated azacalix[1]arene[3]pyridines from the Cu( ii )-mediated direct trifluoromethylthiolation reaction of arenes via reactive arylcopper( iii ) intermediates
inferred← citeshttps://doi.org/10.1039/c6qo00669hopenalex-snapshot
Synthesis of hydroxylated azacalix[1]arene[3]pyridines from hydrolysis of high valent arylcopper complexes and conversion to a double azacalix[1]arene[3]pyridine host molecule
inferred← citeshttps://doi.org/10.1039/c6ra04388gopenalex-snapshot
Cu( ii )-catalyzed C6-selective C–H thiolation of 2-pyridones using air as the oxidant
inferred← citeshttps://doi.org/10.1039/c8sc01834kopenalex-snapshot
A bench stable formal Cu( iii ) N -heterocyclic carbene accessible from simple copper( ii ) acetate
inferred← citeshttps://doi.org/10.1039/c9ob01255aopenalex-snapshot
Copper-mediated direct thiolation of aryl C–H bonds with disulfides
inferred← citeshttps://doi.org/10.1039/d2cs00494aopenalex-snapshot
Comproportionation and disproportionation in nickel and copper complexes
inferred← citeshttps://doi.org/10.1039/d3sc01337eopenalex-snapshot
Experimental and computational insights into the mechanism of the copper( i )-catalysed sulfonylative Suzuki–Miyaura reaction
inferred← citeshttps://doi.org/10.1055/s-0037-1609635openalex-snapshot
Cu(III)-Mediated Aerobic Oxidations
inferred← citeshttps://doi.org/10.1055/sos-sd-238-00084openalex-snapshot
1.5 Copper-Catalyzed Directed C—H Functionalization
inferred← citeshttps://doi.org/10.1080/10610278.2017.1415436openalex-snapshot
Synthesis of oxygen bridged corona[n]arene[n]pyrazines and their fullerene binding property
inferred← citeshttps://doi.org/10.1134/s0022476616070076openalex-snapshot
Theoretical and experimental study of mononuclear Cu(II) acetate-bipyridine complex
inferred← citeshttps://doi.org/10.1139/cjc-2020-0058openalex-snapshot
Reactions of a pincer proligand with copper iodide: bridging instead of C–H metalation
inferred← citeshttps://doi.org/10.1360/ssc-2022-0234openalex-snapshot
Arene C–H bond trifluoromethylation reactions involving different high valent arylcopper intermediates
inferred← citeshttps://doi.org/10.26434/chemrxiv-2021-bhs2kopenalex-snapshot
Copper Mediated C(sp2)–H Sulfonylation of Aldehydes using a Catalytic Transient Imine Directing Group
inferred← citeshttps://doi.org/10.3762/bjoc.15.193openalex-snapshot
Synthesis and anion binding properties of phthalimide-containing corona[6]arenes
inferred← citeshttps://doi.org/10.70675/6ca35c22z4e9dz4178za054zf12bb88f3517openalex-snapshot
Ligands bidentes pour la synthèse de complexes de cuivre et d'or : étude de leur réactivité
inferred← citeshttps://doi.org/10.70675/eae61798zb601z4b6fz8013z5e4cfb546c8dopenalex-snapshot
Complexes organométalliques d'or(III) et de cuivre(III) et leur réactivité vis-à-vis des substrats π
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