Photons or Electrons? A Critical Comparison of Electrochemistry and Photoredox Catalysis for Organic Synthesis
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Title
Photons or Electrons? A Critical Comparison of Electrochemistry and Photoredox Catalysis for Organic Synthesis
Authors
Keywords
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Journal
CHEMICAL REVIEWS
Volume 122, Issue 2, Pages 2487-2649
Publisher
American Chemical Society (ACS)
Online
2021-11-09
DOI
10.1021/acs.chemrev.1c00384
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- Photocatalytic Hydrodefluorination: Facile Access to Partially Fluorinated Aromatics
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- Carboxylic Acids as A Traceless Activation Group for Conjugate Additions: A Three-Step Synthesis of (±)-Pregabalin
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- Metal-Free Atom Transfer Radical Polymerization
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- Dual Visible Light Photoredox and Gold-Catalyzed Arylative Ring Expansion
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- A Robust and Versatile Photoinduced Living Polymerization of Conjugated and Unconjugated Monomers and Its Oxygen Tolerance
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- Activation of C–H Bonds via the Merger of Photoredox and Organocatalysis: A Coupling of Benzylic Ethers with Schiff Bases
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- Nickel-Catalyzed Negishi Arylations of Propargylic Bromides: A Mechanistic Investigation
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- Electro-induced Cationic Polymerization of Vinyl Ethers by Using Ionic Liquid 1-Butyl-3-methylimidazolium Tetrafluoroborate as Initiator
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- Perylene as an Organic Photocatalyst for the Radical Polymerization of Functionalized Vinyl Monomers through Oxidative Quenching with Alkyl Bromides and Visible Light
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- Oxygen Tolerance Study of Photoinduced Electron Transfer–Reversible Addition–Fragmentation Chain Transfer (PET-RAFT) Polymerization Mediated by Ru(bpy)3Cl2
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- Asymmetric photoredox transition-metal catalysis activated by visible light
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- Vicinal Difunctionalization of Alkenes: Chlorotrifluoromethylation with CF3SO2Cl by Photoredox Catalysis
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- Photocatalyzed Benzylic Fluorination: Shedding “Light” on the Involvement of Electron Transfer
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- Reduction of aryl halides by consecutive visible light-induced electron transfer processes
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- Nanomole-scale high-throughput chemistry for the synthesis of complex molecules
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- Single-electron transmetalation in organoboron cross-coupling by photoredox/nickel dual catalysis
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- Oxidation of disulfides with electrophilic halogenating reagents: concise methods for preparation of thiosulfonates and sulfonyl halides
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- A photocatalyzed aliphatic fluorination
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- Controlling H+ vs CO2 Reduction Selectivity on Pb Electrodes
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- Electro-initiated cationic polymerization in the presence of potassium hexafluoroantimonate
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- Visible light driven photocatalytic oxidation of thiols to disulfides using iron phthalocyanine immobilized on graphene oxide as a catalyst under alkali free conditions
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- Metal-free oxidative coupling of amines with sodium sulfinates: a mild access to sulfonamides
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- Controlled Radical Polymerization of Acrylates Regulated by Visible Light
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- A TiO2 immobilized Ru(ii) polyazine complex: a visible-light active photoredox catalyst for oxidative cyanation of tertiary amines
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- Stabilizing Lead Cathodes with Diammonium Salt Additives in the Deoxygenation of Aromatic Amides
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- Phosphinate Chemistry in the 21st Century: A Viable Alternative to the Use of Phosphorus Trichloride in Organophosphorus Synthesis.
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- Parallel Screening of Electrocatalyst Candidates Using Bipolar Electrochemistry
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- Electrochemically Mediated Seawater Desalination
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- Bipolar Electrochemistry
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- Direct Synthesis of Fluorinated Heteroarylether Bioisosteres
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- Silver-Catalyzed Hydrotrifluoromethylation of Unactivated Alkenes with CF3SiMe3
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- Visible-Light-Mediated Decarboxylation/Oxidative Amidation of α-Keto Acids with Amines under Mild Reaction Conditions Using O2
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- Comparison of Oxidative Aromatic Coupling and the Scholl Reaction
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- The renaissance of organic radical chemistry – deja vu all over again
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- The chemistry of amine radical cations produced by visible light photoredox catalysis
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- Visible-light-induced hydroalkoxymethylation of electron-deficient alkenes by photoredox catalysis
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- Near-IR phosphorescent metalloporphyrin as a photochemical upconversion sensitizer
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- A Robust Palladium(II)-Porphyrin Complex as Catalyst for Visible Light Induced Oxidative CH Functionalization
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- Desulfonylation of Tosyl Amides through Catalytic Photoredox Cleavage of NS Bond Under Visible-Light Irradiation
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- Data-Mining for Sulfur and Fluorine: An Evaluation of Pharmaceuticals To Reveal Opportunities for Drug Design and Discovery
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- Copper-Mediated Cyanotrifluoromethylation of Styrenes Using the Togni Reagent
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- β-Keto sulfones: preparation and application in organic synthesis
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- Catalytic Hydrotrifluoromethylation of Unactivated Alkenes
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- Mechanism and Selectivity in Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Halides with Alkyl Halides
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- Electrochemical C–H Amination: Synthesis of Aromatic Primary Amines via N-Arylpyridinium Ions
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- Bioconjugation by Native Chemical Tagging of C–H Bonds
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- A Photochemical Strategy for Lignin Degradation at Room Temperature
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- Efficient Factors on the Reaction Rate and Site-Selectivity in Sulfonylation of Catechol and Hydroquinone Derivatives: Experimental and Theoretical Studies
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- In situ chemical probing of the electrode–electrolyte interface by ToF-SIMS
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- Copper-Catalyzed Intermolecular Cyanotrifluoromethylation of Alkenes
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- Intermolecular Aminotrifluoromethylation of Alkenes by Visible-Light-Driven Photoredox Catalysis
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- Electrochemical Synthesis of a Tetradentate Copper N-Heterocyclic Carbene Calix[4]arene and Its Transmetalation to Palladium: Activity of the Palladium Complex in Suzuki–Miyaura Cross-Coupling
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- Enantioselective Lewis Acid Catalysis of Intramolecular Enone [2+2] Photocycloaddition Reactions
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- Photoinduced Direct Cyanation of C(sp3)-H Bonds
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- Catalytic hydrotrifluoromethylation of styrenes and unactivated aliphatic alkenes via an organic photoredox system
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- Photoredox activation and anion binding catalysis in the dual catalytic enantioselective synthesis of β-amino esters
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- Preparative Microfluidic Electrosynthesis of Drug Metabolites
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- Continuous Flow Organocatalytic C–H Functionalization and Cross-Dehydrogenative Coupling Reactions: Visible Light Organophotocatalysis for Multicomponent Reactions and C–C, C–P Bond Formations
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- Visible Light-Induced Selective Generation of Radicals from Organoborates by Photoredox Catalysis
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- Alternating-Current Electrolysis for the Production of Phenol from Benzene
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- Three-component Oxytrifluoromethylation of Alkenes: Highly Efficient and Regioselective Difunctionalization of CC Bonds Mediated by Photoredox Catalysts
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- Luminescent Organogold(III) Complexes with Long-Lived Triplet Excited States for Light-Induced Oxidative CH Bond Functionalization and Hydrogen Production
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- Control of a Living Radical Polymerization of Methacrylates by Light
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- Visible-Light Photoredox Catalysis in Flow
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- Sulfonyl Fluoride Analogues as Activity-Based Probes for Serine Proteases
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- Simple and versatile selective synthesis of neutral and cationic copper(i) N-heterocyclic carbene complexes using an electrochemical procedure
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- Direct α-Functionalization of Saturated Cyclic Amines
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- Hydrodefluorination of polyfluoro-2-naphthylamines by Zn in aqueous NH3: A correlation of the product distribution and the computationally predicted regioselectivity of the substrate radical anion fragmentation
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- Replacing Conventional Carbon Nucleophiles with Electrophiles: Nickel-Catalyzed Reductive Alkylation of Aryl Bromides and Chlorides
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- Engaging unactivated alkyl, alkenyl and aryl iodides in visible-light-mediated free radical reactions
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- Electrochemical Cleavage of Sulfonamides: An Efficient and Tunable Strategy to Prevent β-Fragmentation and Epimerization
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- Novel Triarylimidazole Redox Catalysts: Synthesis, Electrochemical Properties, and Applicability to Electrooxidative C–H Activation
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- Electrocatalytic and chemical methods in MHIRC reactions: the first example of the multicomponent assembly of medicinally relevant spirocyclopropylbarbiturates from three different molecules
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- A Mechanistic Analysis of the Birch Reduction
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- Visible-Light-Induced Photoreductive Generation of Radicals from Epoxides and Aziridines
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- Efficient and Stereodivergent Electrochemical Synthesis of Optically Pure Menthylamines
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- Intermolecular [3+2] Cycloaddition of Cyclopropylamines with Olefins by Visible-Light Photocatalysis
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- Deciding Whether To Go with the Flow: Evaluating the Merits of Flow Reactors for Synthesis
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- Visible-light photoredox catalyzed oxidative Strecker reaction
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- Facile synthesis of metal N-heterocyclic carbene complexes
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- Oxidative photoredox catalysis: mild and selective deprotection of PMB ethers mediated by visible light
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- Cost effective cation exchange membranes: A review
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- Review on Modern Advances of Chemical Methods for the Introduction of a Phosphonic Acid Group
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- Photophysical Properties of Near-Infrared Phosphorescent π-Extended Platinum Porphyrins
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- Novel electrolytes for electrochemical double layer capacitors based on 1,1,1,3,3,3-hexafluoropropan-2-ol
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- Graphene oxide and Rose Bengal: oxidative C–H functionalisation of tertiary amines using visible light
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- Remarkable Potential of the α-Aminophosphonate/Phosphinate Structural Motif in Medicinal Chemistry
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- The Medicinal Chemist’s Toolbox: An Analysis of Reactions Used in the Pursuit of Drug Candidates
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- Synopsis of Some Recent Tactical Application of Bioisosteres in Drug Design
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- Radical Cation Diels–Alder Cycloadditions by Visible Light Photocatalysis
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- DDQ as an electrocatalyst for amine dehydrogenation, a model system for virtual hydrogen storage
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- Functionally Diverse Nucleophilic Trapping of Iminium Intermediates Generated Utilizing Visible Light
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- Anodic Coupling of Guaiacol Derivatives on Boron-Doped Diamond Electrodes
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- Photocatalytic Transformation of Organic and Water-Soluble Thiols into Disulfides and Hydrogen under Aerobic Conditions Using Mn(CO)5Br
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- Electrochemically Mediated Atom Transfer Radical Polymerization
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- Electrochemical oxidation of cyclooctatetraene in the presence of allyltrimethylsilane. Anodic trialkylation with bicyclization
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- Chemoselective reaction system using a two inlet micro-flow reactor: application to carbonyl allylation
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- On the Tautomerism of Secondary Phosphane Oxides
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- Organic electrosynthesis: a promising green methodology in organic chemistry
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- Visible Light-Mediated Intermolecular C−H Functionalization of Electron-Rich Heterocycles with Malonates
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- Oxidation of organic compounds on NiOOH electrode
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- Hydrogen Evolution Catalyzed by Cobaloximes
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- Making Oxygen with Ruthenium Complexes
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- Redox Economy in Organic Synthesis
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- Evolving Organic Synthesis Fostered by the Pluripotent Phenylsulfone Moiety
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- Spectroelectrochemistry: the best of two worlds
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- Parallel Electrosynthesis ofN-Acyliminium Ion Equivalents Using Silica Gel-supported Piperidine
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- The teraton challenge. A review of fixation and transformation of carbon dioxide
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- Hydrogen evolution reaction on glassy carbon electrode modified with titanyl phthalocyanines
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- Direct Conversion of Thiols to Sulfonyl Chlorides and Sulfonamides
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- Enantioselective α-Trifluoromethylation of Aldehydes via Photoredox Organocatalysis
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- Electrochemically Induced RAFT Polymerization of Thermoresponsive Hydrogel Films: Impact on Film Thickness and Surface Morphology
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- Vinyl sulfone: a versatile function for simple bioconjugation and immobilization
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- Chemoselective Chemical and Electrochemical Deprotections of Aromatic Esters
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- Oxidative C−C Bond Formation (Scholl Reaction) with DDQ as an Efficient and Easily Recyclable Oxidant
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- Dispersity in polymer science (IUPAC Recommendations 2009)
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- Mediator oxidation systems in organic electrosynthesis
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- EC-backward-E electrochemistry supported by an alkoxyphenyl group
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- Hg cathode-free electrochemical detosylation of N,N-disubstituted p-toluenesulfonamides: mild, efficient, and selective removal of N-tosyl group
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- Toward Living Radical Polymerization
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- Molecular Catalysis of Electrochemical Reactions. Mechanistic Aspects
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- Modern Strategies in Electroorganic Synthesis
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- The voltammetric response of bipolar cells: Mechanistic investigations of electroless deposition
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- Photocatalysis within Hyperbranched Polyethers with a Benzophenone Core
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- Pd(II) Phthalocyanine-Sensitized Triplet−Triplet Annihilation from Rubrene
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- Aryl Vinyl Sulfonates and Sulfones as Active Site-Directed and Mechanism-Based Probes for Protein Tyrosine Phosphatases
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- Enantioselective Total Synthesis of Lycopodine
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- Direct Oxidative Cyanation Based on the Concept of Site Isolation
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- Efficient Visible Light Photocatalysis of [2+2] Enone Cycloadditions
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- Direct electrochemical α-cyanation of N-protected cyclic amines
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- In Situ Formation of an Oxygen-Evolving Catalyst in Neutral Water Containing Phosphate and Co2+
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- Merging Photoredox Catalysis with Organocatalysis: The Direct Asymmetric Alkylation of Aldehydes
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- Potassium Organotrifluoroborates: New Perspectives in Organic Synthesis
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- Fluorine in medicinal chemistry
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- Paired electrochemical synthesis of new organosulfone derivatives
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