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Lithium Hexamethyldisilazide: A View of Lithium Ion Solvation through a Glass-Bottom Boat

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What this work says

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

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Solvents and Solvent Effects in Organic Chemistry

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Structure and Reactivity of Lithium Enolates. From Pinacolone to Selective C‐Alkylations of Peptides. Difficulties and Opportunities Afforded by Complex Structures

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Phosphindolyl Anions by Elimination from 1‐Phosphoallyllithium Complexes–η5and η3Coordination of a Phospholyl Fragment

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Metal ions in solution

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Solvent effects on the aggregation of lithium bis(trimethylsilyl)amide

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Enantioselective protonation of achiral lithium enolates using a chiral amine in the presence of lithium bromide

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7Li-NMR Determination of Stability Constants as a Function of Temperature for Lithium-Crown Ether Complexes in a Molten Salt Mixture

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Comparison of the macrocyclic effect for ether hosts in aqueous and organic solvents

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Conductance and infrared studies on acetonitrile solutions containing crown ethers and alkali metal salts

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Solvation of aggregates of lithium phenolates by hexamethylphosphoric triamide. HMPA causes both aggregation and deaggregation

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Crystal Structure of Isopropyllithium

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Lewis Acid-Induced Internal Proton Return in Enolate Complexes with Chiral Amines

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Ethereal Solvation of Lithium Hexamethyldisilazide: Unexpected Relationships of Solvation Number, Solvation Energy, and Aggregation State

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Cation-π Interactions in Chemistry and Biology: A New View of Benzene, Phe, Tyr, and Trp

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Scalable Synthesis of 6-Chloro-1 H -pyrazolo[3,4- b ]pyrazine via a Continuous Flow Formylation/Hydrazine Cyclization Cascade

inferred← citeshttps://doi.org/10.1021/acs.orglett.5b02448openalex-snapshot

Syn-Selective Synthesis of β-Branched α-Amino Acids by Alkylation of Glycine-Derived Imines with Secondary Sulfonates

inferred← citeshttps://doi.org/10.1021/acs.orglett.7b01644openalex-snapshot

Aggregation and Solvation of n-Butyllithium

inferred← citeshttps://doi.org/10.1021/acsami.1c11964openalex-snapshot

Ion-Pairing Dynamics Revealed by Kinetically Resolved In Situ FTIR Spectroelectrochemistry during Lithium-Ion Storage

inferred← citeshttps://doi.org/10.1021/acselectrochem.5c00170openalex-snapshot

A Perspective on Computer Simulation of Liquid Electrolytes for Energy Storage

inferred← citeshttps://doi.org/10.1021/acsenergylett.1c02194openalex-snapshot

Designing Advanced Electrolytes for Lithium Secondary Batteries Based on the Coordination Number Rule

inferred← citeshttps://doi.org/10.1021/acsnano.8b05038openalex-snapshot

Electrolyte Solvation Structure at Solid–Liquid Interface Probed by Nanogap Surface-Enhanced Raman Spectroscopy

inferred← citeshttps://doi.org/10.1021/ar1000583openalex-snapshot

1,4-Dilithio-1,3-dienes: Reaction and Synthetic Applications

inferred← citeshttps://doi.org/10.1021/cm5045144openalex-snapshot

A General Synthesis Strategy for Monodisperse Metallic and Metalloid Nanoparticles (In, Ga, Bi, Sb, Zn, Cu, Sn, and Their Alloys) via in Situ Formed Metal Long-Chain Amides

inferred← citeshttps://doi.org/10.1021/cr040107vopenalex-snapshot

Chiral Tertiary Diamines in Asymmetric Synthesis

inferred← citeshttps://doi.org/10.1021/cr400187uopenalex-snapshot

Role of Organolithium Aggregates and Mixed Aggregates in Organolithium Mechanisms

inferred← citeshttps://doi.org/10.1021/cr800286ropenalex-snapshot

Organocuprates and Diamagnetic Copper Complexes: Structures and NMR Spectroscopic Structure Elucidation in Solution

inferred← citeshttps://doi.org/10.1021/ic026161gopenalex-snapshot

Li, Ti(III), and Ti(IV) Trisamidotriazacyclononane Complexes. Syntheses, Reactivity, and Structures

inferred← citeshttps://doi.org/10.1021/ic061599sopenalex-snapshot

Density Functional Study of Lithium Hexamethyldisilazide (LiHMDS) Complexes: Effects of Solvation and Aggregation

inferred← citeshttps://doi.org/10.1021/ic200748zopenalex-snapshot

Synthesis and Structural Characterization of Alkaline-Earth-Metal Bis(amido)silane and Lithium Oxobis(aminolato)silane Complexes

inferred← citeshttps://doi.org/10.1021/ic301799popenalex-snapshot

Characterization of DMSO Coordination to Palladium(II) in Solution and Insights into the Aerobic Oxidation Catalyst, Pd(DMSO)2(TFA)2

inferred← citeshttps://doi.org/10.1021/ic902183copenalex-snapshot

Lithium Furyl and Pyridyl Amidinates as Building Blocks in Coordination Polymers, Ladder and Cage Structures

inferred← citeshttps://doi.org/10.1021/ja003104iopenalex-snapshot

Lithium Diisopropylamide: Oligomer Structures at Low Ligand Concentrations

inferred← citeshttps://doi.org/10.1021/ja010136copenalex-snapshot

Solution Structures and Reactivities of the Mixed Aggregates Derived from n-Butyllithium and Vicinal Amino Alkoxides

inferred← citeshttps://doi.org/10.1021/ja0105616openalex-snapshot

NMR Spectroscopic Investigations of Mixed Aggregates Underlying Highly Enantioselective 1,2-Additions of Lithium Cyclopropylacetylide to Quinazolinones

inferred← citeshttps://doi.org/10.1021/ja021284lopenalex-snapshot

Lithium Hexamethyldisilazide/Triethylamine-Mediated Ketone Enolization: Remarkable Rate Accelerations Stemming from a Dimer-Based Mechanism

inferred← citeshttps://doi.org/10.1021/ja027643uopenalex-snapshot

Efficient Synthesis of α-Aryl Esters by Room-Temperature Palladium-Catalyzed Coupling of Aryl Halides with Ester Enolates

inferred← citeshttps://doi.org/10.1021/ja030168vopenalex-snapshot

Ketone Enolization by Lithium Hexamethyldisilazide: Structural and Rate Studies of the Accelerating Effects of Trialkylamines

inferred← citeshttps://doi.org/10.1021/ja0304087openalex-snapshot

Lithium 2,2,6,6-Tetramethylpiperidide-Mediated α- and β-Lithiations of Epoxides: Solvent-Dependent Mechanisms

inferred← citeshttps://doi.org/10.1021/ja0305813openalex-snapshot

Structural and Rate Studies of the 1,2-Additions of Lithium Phenylacetylide to Lithiated Quinazolinones: Influence of Mixed Aggregates on the Reaction Mechanism

inferred← citeshttps://doi.org/10.1021/ja038420mopenalex-snapshot

Characterization of a Kinetically Stable, Highly Ordered, Octameric Form of Lithiumtert-Butoxide and Its Implications Regarding Aggregate Formation

inferred← citeshttps://doi.org/10.1021/ja0388461openalex-snapshot

Mixed Complexes Formed by Lithioacetonitrile and Chiral Lithium Amides: Observation of 6Li,15N and 6Li,13C Couplings Due to Both C−Li and N−Li Contacts

inferred← citeshttps://doi.org/10.1021/ja060363kopenalex-snapshot

Lithiated Imines: Solvent-Dependent Aggregate Structures and Mechanisms of Alkylation

inferred← citeshttps://doi.org/10.1021/ja060964bopenalex-snapshot

Lithium Diisopropylamide Solvated by Hexamethylphosphoramide: Substrate-Dependent Mechanisms for Dehydrobrominations

inferred← citeshttps://doi.org/10.1021/ja0609654openalex-snapshot

Structure of n-Butyllithium in Mixtures of Ethers and Diamines: Influence of Mixed Solvation on 1,2-Additions to Imines

inferred← citeshttps://doi.org/10.1021/ja062147hopenalex-snapshot

Lithium Diisopropylamide-Mediated Enolization: Catalysis by Hemilabile Ligands

inferred← citeshttps://doi.org/10.1021/ja074018mopenalex-snapshot

Lithium Hexamethyldisilazide-Mediated Enolizations: Influence of Chelating Ligands and Hydrocarbon Cosolvents on the Rates and Mechanisms

inferred← citeshttps://doi.org/10.1021/ja200906zopenalex-snapshot

Regioselective Lithium Diisopropylamide-Mediated Ortholithiation of 1-Chloro-3-(trifluoromethyl)benzene: Role of Autocatalysis, Lithium Chloride Catalysis, and Reversibility

inferred← citeshttps://doi.org/10.1021/ja400345copenalex-snapshot

Azaaldol Condensation of a Lithium Enolate Solvated by N,N,N′,N′-Tetramethylethylenediamine: Dimer-Based 1,2-Addition to Imines

inferred← citeshttps://doi.org/10.1021/ja403076uopenalex-snapshot

Enediolate–Dilithium Amide Mixed Aggregates in the Enantioselective Alkylation of Arylacetic Acids: Structural Studies and a Stereochemical Model

inferred← citeshttps://doi.org/10.1021/ja4059102openalex-snapshot

Characterization of Cyclopentyllithium and Cyclopentyllithium Tetrahydrofuran Complex

inferred← citeshttps://doi.org/10.1021/ja412210dopenalex-snapshot

Solution Structures of Lithium Amino Alkoxides Used in Highly Enantioselective 1,2-Additions

inferred← citeshttps://doi.org/10.1021/ja4123957openalex-snapshot

Influence of Steric Factors on Chiral Lithium Amide Aggregates

inferred← citeshttps://doi.org/10.1021/ja505179yopenalex-snapshot

Chiral Lithium Diamides Derived from Linked N-Isopropyl Valinol or Alaninol

inferred← citeshttps://doi.org/10.1021/ja7100642openalex-snapshot

Lithium Enolates of Simple Ketones: Structure Determination Using the Method of Continuous Variation

inferred← citeshttps://doi.org/10.1021/ja800250qopenalex-snapshot

Lithium Hexamethyldisilazide-Mediated Enolizations: Influence of Triethylamine on E/Z Selectivities and Enolate Reactivities

inferred← citeshttps://doi.org/10.1021/ja804087ropenalex-snapshot

Anionic Snieckus−Fries Rearrangement: Solvent Effects and Role of Mixed Aggregates

inferred← citeshttps://doi.org/10.1021/ja903479popenalex-snapshot

Solution Structures of Lithium Enolates of Cyclopentanone, Cyclohexanone, Acetophenones, and Benzyl Ketones. Triple Ions and Higher Lithiate Complexes

inferred← citeshttps://doi.org/10.1021/ja9047784openalex-snapshot

Lithium Phenolates Solvated by Tetrahydrofuran and 1,2-Dimethoxyethane: Structure Determination Using the Method of Continuous Variation

inferred← citeshttps://doi.org/10.1021/jacs.1c06529openalex-snapshot

Ketone Enolization with Sodium Hexamethyldisilazide: Solvent- and Substrate-Dependent E – Z Selectivity and Affiliated Mechanisms

inferred← citeshttps://doi.org/10.1021/jacs.2c09341openalex-snapshot

Lithiated Oppolzer Enolates: Solution Structures, Mechanism of Alkylation, and Origin of Stereoselectivity

inferred← citeshttps://doi.org/10.1021/jacs.4c03418openalex-snapshot

Potassium Hexamethyldisilazide (KHMDS): Solvent-Dependent Solution Structures

inferred← citeshttps://doi.org/10.1021/jacs.4c10836openalex-snapshot

Sodium Alkyl(trimethylsilyl)amides: Substituent- and Solvent-dependent Solution Structures and Reactivities

inferred← citeshttps://doi.org/10.1021/jacs.5b08207openalex-snapshot

Evans Enolates: Solution Structures of Lithiated Oxazolidinone-Derived Enolates

inferred← citeshttps://doi.org/10.1021/jacs.5b09524openalex-snapshot

Solid-State and Solution Structures of Glycinimine-Derived Lithium Enolates

inferred← citeshttps://doi.org/10.1021/jacs.6b11354openalex-snapshot

Lithium Hexamethyldisilazide-Mediated Enolization of Acylated Oxazolidinones: Solvent, Cosolvent, and Isotope Effects on Competing Monomer- and Dimer-Based Pathways

inferred← citeshttps://doi.org/10.1021/jacs.6c04370openalex-snapshot

Deprotonative Single-Electron Oxidation as a General and Controllably Selective Platform for Benzylic C–H Functionalization

inferred← citeshttps://doi.org/10.1021/jacs.8b10364openalex-snapshot

Structures and Reactivities of Sodiated Evans Enolates: Role of Solvation and Mixed Aggregation on the Stereochemistry and Mechanism of Alkylations

inferred← citeshttps://doi.org/10.1021/jacs.9b00328openalex-snapshot

Pseudoephedrine-Derived Myers Enolates: Structures and Influence of Lithium Chloride on Reactivity and Mechanism

inferred← citeshttps://doi.org/10.1021/jacs.9b11382openalex-snapshot

Catalytic Enantioselective Boryl and Silyl Substitution with Trifluoromethyl Alkenes: Scope, Utility, and Mechanistic Nuances of Cu–F β-Elimination

inferred← citeshttps://doi.org/10.1021/jo010305bopenalex-snapshot

Solution Structures of the Mixed Aggregates Derived from Lithium Acetylides and a Camphor-Derived Amino Alkoxide

inferred← citeshttps://doi.org/10.1021/jo026902vopenalex-snapshot

A Computational Study of Lithium Enolate Mixed Aggregates

inferred← citeshttps://doi.org/10.1021/jo030221yopenalex-snapshot

Lithium Hexamethyldisilazide-Mediated Ketone Enolization: The Influence of Hindered Dialkyl Ethers and Isostructural Dialkylamines on Reaction Rates and Mechanisms

inferred← citeshttps://doi.org/10.1021/jo2005445openalex-snapshot

A Systematic Investigation of Quaternary Ammonium Ions as Asymmetric Phase-Transfer Catalysts. Synthesis of Catalyst Libraries and Evaluation of Catalyst Activity

inferred← citeshttps://doi.org/10.1021/jo400433mopenalex-snapshot

Palladium-Catalyzed Addition of Potassium Aryltrifluoroborates to Aliphatic Nitriles: Synthesis of Alkyl Aryl Ketones, Diketone Compounds, and 2-Arylbenzo[b]furans

inferred← citeshttps://doi.org/10.1021/jo400839qopenalex-snapshot

Crystal Structure and Solution State Characterization of Lithium (S)-(1-(Bis(2-methoxyethyl)amino)-3-methylbutan-2-yl)(methyl)amide

inferred← citeshttps://doi.org/10.1021/jo401080nopenalex-snapshot

Structure Determination Using the Method of Continuous Variation: Lithium Phenolates Solvated by Protic and Dipolar Aprotic Ligands

inferred← citeshttps://doi.org/10.1021/jo401740gopenalex-snapshot

Isotopically Enriched 13C Diffusion-Ordered NMR Spectroscopy: Analysis of Methyllithium

inferred← citeshttps://doi.org/10.1021/jo402498zopenalex-snapshot

Structures of Lithium N-Monosubstituted Anilides: Trisolvated Monomer to Tetrasolvated Dimer

inferred← citeshttps://doi.org/10.1021/jo502020eopenalex-snapshot

Homologation of Boronic Esters with Organolithium Compounds: A Computational Assessment of Mechanism

inferred← citeshttps://doi.org/10.1021/jp061516topenalex-snapshot

Glyme−Lithium Salt Phase Behavior

inferred← citeshttps://doi.org/10.1021/jp511780popenalex-snapshot

Dissociative Adsorption of Diethyl Ether on Si(001) Studied by Means of Scanning Tunneling Microscopy and Photoelectron Spectroscopy

inferred← citeshttps://doi.org/10.1021/ol006650popenalex-snapshot

Effect of Solvent on Aggregation and Reactivity of Two Lithium Enolates1

inferred← citeshttps://doi.org/10.1021/ol0262688openalex-snapshot

Improved Functional Group Compatibility in the Palladium-Catalyzed Synthesis of Aryl Amines

inferred← citeshttps://doi.org/10.1021/ol202942aopenalex-snapshot

Bissilyl Enal: A Useful Linchpin for Synthesis of Functionalized Vinylsilane Species by Anion Relay Chemistry

inferred← citeshttps://doi.org/10.1021/ol9019106openalex-snapshot

Internally Referenced Diffusion Coefficient−Formula Weight (D-FW) Analysis of 31 P Diffusion-Ordered NMR Spectroscopy (DOSY)

inferred← citeshttps://doi.org/10.1021/ol902713hopenalex-snapshot

6Li Diffusion-Ordered NMR Spectroscopy (DOSY) and Applications to Organometallic Complexes

inferred← citeshttps://doi.org/10.1021/om060521gopenalex-snapshot

Heterodimetallic Alkaline Earth Metal Amides: Synthesis, Structure, and Solvent-Induced Charge Separation of Homoleptic Calcium−Magnesium Hexamethyldisilazide

inferred← citeshttps://doi.org/10.1021/om060539ropenalex-snapshot

Facile and Atom-Efficient Amidolithium-Catalyzed C−C and C−N Formation for the Construction of Substituted Guanidines and Propiolamidines

inferred← citeshttps://doi.org/10.1021/om3009348openalex-snapshot

Entropies of Organolithium Aggregation Based on Measured Microsolvation Numbers

inferred← citeshttps://doi.org/10.1021/om701216popenalex-snapshot

N,N′-Bis-Silylated Lithium Aryl Amidinates: Synthesis, Characterization, and the Gradual Transition of Coordination Mode from σ Toward π Originated by Crystal Packing Interactions

inferred← citeshttps://doi.org/10.1021/op500161bopenalex-snapshot

Preparation, Properties, and Safe Handling of Commercial Organolithiums: Alkyllithiums, Lithium sec -Organoamides, and Lithium Alkoxides

inferred← citeshttps://doi.org/10.1039/b207685copenalex-snapshot

Lithium complexes with a [Cp*2Ti2F7]– ligand: 19F NMR probe for lithium solvationElectronic supplementary information (ESI) available: optimised cartesian coordinates. See http://www.rsc.org/suppdata/dt/b2/b207685c/

inferred← citeshttps://doi.org/10.1039/b302258gopenalex-snapshot

Synthesis, structure and solution dynamics of lithium salts of superbulky cyclopentadienyl ligands

inferred← citeshttps://doi.org/10.1039/b306401hopenalex-snapshot

Borane and alane reductions of bulky N,N′-diaryl-1,3-diimines: structural characterization of products and intermediates in the diastereoselective synthesis of 1,3-diamines

inferred← citeshttps://doi.org/10.1039/b408039bopenalex-snapshot

2 Alkali and alkaline-earth metals

inferred← citeshttps://doi.org/10.1039/b501502bopenalex-snapshot

Synthesis and characterisation of a series of alkylmagnesium amide and related oxygen-contaminated “alkoxy” compounds

inferred← citeshttps://doi.org/10.1039/b902053eopenalex-snapshot

7Li,15N heteronuclear multiple quantum shift correlation—a fast and reliable 2D NMR method on natural abundant nuclei

inferred← citeshttps://doi.org/10.1039/b908722bopenalex-snapshot

Reactions of (−)-sparteine with alkali metal HMDS complexes: conventional meets the unconventional

inferred← citeshttps://doi.org/10.1039/c1dt10999eopenalex-snapshot

Synthesis and structure of cationic guanidinate-bridged bimetallic {Li7M} cubes (M = Mn, Co, Zn) with inverse crown counter anions

inferred← citeshttps://doi.org/10.1039/c2ra21290kopenalex-snapshot

Li+ cation coordination by acetonitrile—insights from crystallography

inferred← citeshttps://doi.org/10.1039/c2sc21673fopenalex-snapshot

Additive effects on palladium-catalyzed deprotonative-cross-coupling processes (DCCP) of sp 3 C–H bonds in diarylmethanes

inferred← citeshttps://doi.org/10.1039/c3dt52472hopenalex-snapshot

Applications and reactivity trends of homoleptic p-block metal amido reagents

inferred← citeshttps://doi.org/10.1039/c5dt03911hopenalex-snapshot

Bis-(benzothiazol-2-yl)-amines and their metal amides: a structural comparison in the solid state

inferred← citeshttps://doi.org/10.1039/c7dt01538kopenalex-snapshot

Coordination behavior of bidentate bis(carbenes) at alkali metal bis(trimethylsilyl)amides

inferred← citeshttps://doi.org/10.1039/c7sc05368aopenalex-snapshot

Benchmarking lithium amide versus amine bonding by charge density and energy decomposition analysis arguments

inferred← citeshttps://doi.org/10.1039/c8dt01539bopenalex-snapshot

Straightforward synthesis of rubidium bis(trimethylsilyl)amide and complexes of the alkali metal bis(trimethylsilyl)amides with weakly coordinating 2,2,5,5-tetramethyltetrahydrofuran

inferred← citeshttps://doi.org/10.1039/c9dt01426hopenalex-snapshot

Bis(trimethylsilyl)amide complexes of s-block metals with bidentate ether and amine ligands

inferred← citeshttps://doi.org/10.1039/c9dt04561aopenalex-snapshot

Lithium, sodium, potassium and calcium amine-bis(phenolate) complexes in the ring-opening polymerization of rac -lactide

inferred← citeshttps://doi.org/10.1039/d0sc04959jopenalex-snapshot

Mechanistic insights into rhodium-catalyzed enantioselective allylic alkylation for quaternary stereogenic centers

inferred← citeshttps://doi.org/10.1039/d5cy00269aopenalex-snapshot

Understanding alkali-metal driven hydrophosphorylation: mechanism and challenges in the Pudovik reaction

inferred← citeshttps://doi.org/10.1039/d5dt00954eopenalex-snapshot

Impact of ether coordination on the solid-state luminescence of a lithium β-diketiminate complex

inferred← citeshttps://doi.org/10.1039/d5nj03734dopenalex-snapshot

Synthesis, and structural and photophysical studies of mono- and dinuclear alkali metal 2,6-dibenzhydryl-4-methylphenolates

inferred← citeshttps://doi.org/10.1055/a-2616-1181openalex-snapshot

An Accidental Synthetic Chemist

inferred← citeshttps://doi.org/10.1246/bcsj.77.1757openalex-snapshot

Direct Rate Measurements of the Reactions of Benzophenone with RMgX and RLi: Effects of Substituents and Reagent Concentration on Rates

inferred← citeshttps://doi.org/10.12691/pmc-1-2-3openalex-snapshot

Density Functional Theory and Semi-empirical Investigations of Amino Tetrahydrofuran Molecules

inferred← citeshttps://doi.org/10.15446/rev.fac.cienc.v9n1.82015openalex-snapshot

EFECTO DE LA INSERCIÓN DEL BENZOATO DE COBALTO EN LOS ASFALTENOS

inferred← citeshttps://doi.org/10.1590/1980-5373-mr-2023-0186openalex-snapshot

Effects of Processing Variables on the Morphology and Microstructural Characteristics of TiO2 Fibers Produced by Solution Blow Spinning

inferred← citeshttps://doi.org/10.3987/com-13-s(s)95openalex-snapshot

No Catalyst, Radical Initiator and Photochemical Irradiation Approach to Direct α-Trifluoromethylation of Lithium Enolates

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