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Taming Reactive Phenol Tautomers and o-Quinone Methides with Transition Metals: A Structure−Reactivity Relationship

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What this work says

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

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Reactions retrodieniques - X Obtention par reaction de retro-diels-alder de cetones tautomeres de phenols.

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Quinone Methide Intermediates from the Photolysis of Hydroxybenzyl Alcohols in Aqueous Solution

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Photolytically induced oxygen.far.carbon linkage isomerization in formato- and oxalatoamine complexes of cobalt(III)

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Metal-Stabilized Quinone and Thioquinone Methides

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What points at this work

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Construction of 9-functionalized xanthenes via Diels-Alder reaction of stable ortho-quinone methides and arynes

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o-Quinone Methides and o-Quinone Sulfides via Arynes: Synthesis of Ortho-Disubstituted Arenes and Heterocycles

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Asymmetric Synthesis of cis-3,4-Dihydrocoumarins via [4 + 2] Cycloadditions Catalyzed by Amidine Derivatives

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Diastereoselective Construction of Spiro-furo[3,2-c]benzopyranoxindoles through a Cu(OTf)2/AcOH Cooperative Promoted Bicyclization Reaction

inferred← citeshttps://doi.org/10.1021/acs.organomet.7b00680openalex-snapshot

Dinuclear (N∧C∧N) Pincer Pt(II) Complexes with Bridged Organometallic Linkers: Synthesis, Structures, Self-Aggregation, and Photophysical Properties

inferred← citeshttps://doi.org/10.1021/acs.organomet.9b00621openalex-snapshot

Synthesis and Reactivity of Heptamethylcyclohexadienyl Rhodium(III) Complexes

inferred← citeshttps://doi.org/10.1021/acs.orglett.3c03612openalex-snapshot

gem-Difluoro-Masked o-Quinone Methides Generated by Photocatalytic Radical (3+3) Annulation and Their (4+1) Cycloaddition with Sulfur Ylides

inferred← citeshttps://doi.org/10.1021/acs.orglett.5b01030openalex-snapshot

Expedient Access to Unsymmetrical Diarylindolylmethanes through Palladium-Catalyzed Domino Electrophilic Cyclization–Extended Conjugate Addition Approach

inferred← citeshttps://doi.org/10.1021/acs.orglett.5b03148openalex-snapshot

C–H Oxidation/Michael Addition/Cyclization Cascade for Enantioselective Synthesis of Functionalized 2-Amino-4H-chromenes

inferred← citeshttps://doi.org/10.1021/acs.orglett.6b01629openalex-snapshot

Exploiting Alkylquinone Tautomerization: Amine Benzylation

inferred← citeshttps://doi.org/10.1021/acs.orglett.7b00647openalex-snapshot

Multicomponent Condensation Reactions via ortho-Quinone Methides

inferred← citeshttps://doi.org/10.1021/acs.orglett.7b00867openalex-snapshot

Enantioselective [4 + 2] Cycloaddition of o-Quinone Methides and Vinyl Sulfides: Indirect Access to Generally Substituted Chiral Chromanes

inferred← citeshttps://doi.org/10.1021/acs.orglett.7b02185openalex-snapshot

Relay Catalysis: Manganese(III) Phosphate Catalyzed Asymmetric Addition of β-Dicarbonyls to ortho-Quinone Methides Generated by Catalytic Aerobic Oxidation

inferred← citeshttps://doi.org/10.1021/acs.orglett.7b02883openalex-snapshot

Carbene and Acid Cooperative Catalytic Reactions of Aldehydes and o-Hydroxybenzhydryl Amines for Highly Enantioselective Access to Dihydrocoumarins

inferred← citeshttps://doi.org/10.1021/acs.orglett.7b03019openalex-snapshot

Organocatalytic Phosphonylation of in Situ Formed o -Quinone Methides

inferred← citeshttps://doi.org/10.1021/acs.orglett.8b00993openalex-snapshot

Enantioselective Decarboxylative Alkylation of β-Keto Acids to ortho-Quinone Methides as Reactive Intermediates: Asymmetric Synthesis of 2,4-Diaryl-1-benzopyrans

inferred← citeshttps://doi.org/10.1021/acs.orglett.8b01338openalex-snapshot

Rhodium Catalyzed Synthesis of Benzopyrans via Transannulation of N -Sulfonyl-1,2,3-triazoles with 2-Hydroxybenzyl Alcohols

inferred← citeshttps://doi.org/10.1021/acs.orglett.8b03158openalex-snapshot

Catalytic Asymmetric Hydrophosphination of ortho-Quinone Methides

inferred← citeshttps://doi.org/10.1021/acs.orglett.9b02714openalex-snapshot

Chiral Phosphoric-Acid-Catalyzed Cascade Prins Cyclization

inferred← citeshttps://doi.org/10.1021/acscatal.5b02619openalex-snapshot

Direct Asymmetric Synthesis of β-Bis-Aryl-α-Amino Acid Esters via Enantioselective Copper-Catalyzed Addition of p-Quinone Methides

inferred← citeshttps://doi.org/10.1021/acscatal.6b01845openalex-snapshot

Stereoselective 1,6-Conjugate Addition/Annulation of para-Quinone Methides with Vinyl Epoxides/Cyclopropanes

inferred← citeshttps://doi.org/10.1021/ar030175oopenalex-snapshot

Supramolecular Metal−Organometallic Coordination Networks Based on Quinonoid π-Complexes

inferred← citeshttps://doi.org/10.1021/ic302128qopenalex-snapshot

π-Bonded Dithiolene Complexes: Synthesis, Molecular Structures, Electrochemical Behavior, and Density Functional Theory Calculations

inferred← citeshttps://doi.org/10.1021/ic400891bopenalex-snapshot

Zirconium and Hafnium Complexes Containing N-Alkyl-Substituted Amine Biphenolate Ligands: Unexpected Ligand Degradation and Divergent Complex Constitutions Governed by N-Alkyls

inferred← citeshttps://doi.org/10.1021/ja029040oopenalex-snapshot

A Potent, Water-Soluble and Photoinducible DNA Cross-Linking Agent

inferred← citeshttps://doi.org/10.1021/ja062948kopenalex-snapshot

Substituents on Quinone Methides Strongly Modulate Formation and Stability of Their Nucleophilic Adducts

inferred← citeshttps://doi.org/10.1021/ja0739279openalex-snapshot

[2+2] Cycloaddition Reactions with a Tungsten-Stabilized 2H-Phenol

inferred← citeshttps://doi.org/10.1021/ja108106hopenalex-snapshot

Advancing the Mechanistic Understanding of an Enantioselective Palladium-Catalyzed Alkene Difunctionalization Reaction

inferred← citeshttps://doi.org/10.1021/ja510475nopenalex-snapshot

A New Organocatalytic Concept for Asymmetric α-Alkylation of Aldehydes

inferred← citeshttps://doi.org/10.1021/jacs.2c04101openalex-snapshot

Asymmetric Formal Nucleophilic o-Cresolylation with Morita–Baylis–Hillman Carbonates of 2-Cyclohexenones via Palladium Catalysis

inferred← citeshttps://doi.org/10.1021/jacs.5b03277openalex-snapshot

Asymmetric Synthesis of Triarylmethanes by Rhodium-Catalyzed Enantioselective Arylation of Diarylmethylamines with Arylboroxines

inferred← citeshttps://doi.org/10.1021/jacs.6b13050openalex-snapshot

The Ferraquinone–Ferrahydroquinone Couple: Combining Quinonic and Metal-Based Reactivity

inferred← citeshttps://doi.org/10.1021/jo0479213openalex-snapshot

A DFT Study of Diels−Alder Reactions of o-Quinone Methides and Various Substituted Ethenes: Selectivity and Reaction Mechanism

inferred← citeshttps://doi.org/10.1021/jo201789kopenalex-snapshot

Applications of ortho-Quinone Methide Intermediates in Catalysis and Asymmetric Synthesis

inferred← citeshttps://doi.org/10.1021/jo902004nopenalex-snapshot

Photochemical Formation and Chemistry of Long-Lived Adamantylidene-Quinone Methides and 2-Adamantyl Cations

inferred← citeshttps://doi.org/10.1021/om0305317openalex-snapshot

Formation of o-Quinone Methides from η2-Coordinated Phenols and Their Controlled Release from a Transition Metal To Generate Chromans

inferred← citeshttps://doi.org/10.1021/om049292topenalex-snapshot

η5-Semiquinone Complexes and the Related η4-Benzoquinone of (Pentamethylcyclopentadienyl)rhodium and -iridium: Synthesis, Structures, Hydrogen Bonding, and Electrochemical Behavior

inferred← citeshttps://doi.org/10.1021/om049453topenalex-snapshot

Chiral Recognition and Resolution Mediated by π−π Interactions: Synthesis and X-ray Structure of trans-[(Sp,Sp)-bis(Cp*Ru)-carbazolyl][Δ-Trisphat]

inferred← citeshttps://doi.org/10.1021/om0504093openalex-snapshot

Reversal of Reactivity in Diene-Complexed o-Quinone Methide Complexes: Insights and Explanations from ab Initio Density Functional Theory Calculations

inferred← citeshttps://doi.org/10.1021/om060339fopenalex-snapshot

Common Electrophilic Addition Reactions at the Phenol Ring: The Chemistry of TpW(NO)(PMe3)(η2-phenol)

inferred← citeshttps://doi.org/10.1021/om061178iopenalex-snapshot

Quinone Methide Generation Based on a cis-(N,N) Platinum Complex

inferred← citeshttps://doi.org/10.1021/om100062mopenalex-snapshot

Synthesis and Reactivity of (η5-Hydroxyalkylcyclohexadienyl)Mn(CO)3 Complexes

inferred← citeshttps://doi.org/10.1021/om200371ropenalex-snapshot

Preparation of Half-Sandwich Osmium Complexes by Deprotonation of Aromatic and Pro-aromatic Acids with a Hexahydride Brønsted Base

inferred← citeshttps://doi.org/10.1021/om400700topenalex-snapshot

Dinuclear Platinum(II) Terpyridyl Complexes with a para-Diselenobenzoquinone Organometallic Linker: Synthesis, Structures, and Room-Temperature Phosphorescence

inferred← citeshttps://doi.org/10.1021/om700760yopenalex-snapshot

Synthesis of the Electron-Poor Dicationic Arene Complex [Cp*Ir(η6-p-bis(difluoromethyl)benzene)][BF4]2 and Ring Attack by Hydroxide in Attempted Deprotonation: Synthesis, Structures, and C−H···F Hydrogen Bonding

inferred← citeshttps://doi.org/10.1021/om800402nopenalex-snapshot

C−C Formation and C−O Cleavage Reactions on Hemilabile Arene−Phosphine Ligands in Route to η5-Cyclohexadienyl Iridium Compounds§

inferred← citeshttps://doi.org/10.1021/om800594gopenalex-snapshot

Unprecedented π-Bonded Rhodio- and Iridio-o-Benzoquinones as Organometallic Linkers for the Design of Chiral Octahedral Bimetallic Assemblies

inferred← citeshttps://doi.org/10.1038/s41467-021-25198-yopenalex-snapshot

Biomimetic approach to the catalytic enantioselective synthesis of tetracyclic isochroman

inferred← citeshttps://doi.org/10.1038/s41467-024-47951-9openalex-snapshot

Diastereo-divergent synthesis of chiral hindered ethers via a synergistic calcium(II)/gold(I) catalyzed cascade hydration/1,4-addition reaction

inferred← citeshttps://doi.org/10.1038/s44160-022-00072-xopenalex-snapshot

Quinone methides and indole imine methides as intermediates in enantioselective catalysis

inferred← citeshttps://doi.org/10.1039/b602678hopenalex-snapshot

π-Bonded quinonoid transition-metal complexes

inferred← citeshttps://doi.org/10.1039/b604552aopenalex-snapshot

Phenol quaternary ammonium derivatives: charge and linker effect on their DNA photo-inducible cross-linking abilities

inferred← citeshttps://doi.org/10.1039/b708922hopenalex-snapshot

Luminescent 1D chain of platinum(ii) terpyridyl units with p-dithiobenzoquinone organometallic linker: self-aggregation imparted from Pt⋯Pt/π–π interactions

inferred← citeshttps://doi.org/10.1039/c3cc37800dopenalex-snapshot

A mild method for generation of o-quinone methides under basic conditions. The facile synthesis of trans-2,3-dihydrobenzofurans

inferred← citeshttps://doi.org/10.1039/c4ra11444bopenalex-snapshot

ortho-Quinone methide (o-QM): a highly reactive, ephemeral and versatile intermediate in organic synthesis

inferred← citeshttps://doi.org/10.1039/c4ra17003bopenalex-snapshot

Formal [4 + 1] cycloaddition of o-quinone methides: facile synthesis of dihydrobenzofurans

inferred← citeshttps://doi.org/10.1039/c6cc06605dopenalex-snapshot

Bismuth-catalyzed allylation of para-quinone methides

inferred← citeshttps://doi.org/10.1039/c7cc01072aopenalex-snapshot

Bifunctional squaramide-catalyzed synthesis of chiral dihydrocoumarins via ortho-quinone methides generated from 2-(1-tosylalkyl)phenols

inferred← citeshttps://doi.org/10.1039/c7cc03037aopenalex-snapshot

A cascade Claisen rearrangement/o-quinone methide formation/electrocyclization approach to 2H-chromenes

inferred← citeshttps://doi.org/10.1039/c7cc08124copenalex-snapshot

A chiral scandium-complex-catalyzed asymmetric inverse-electron-demand oxa-Diels–Alder reaction of o -quinone methides with fulvenes

inferred← citeshttps://doi.org/10.1039/c7mt00064bopenalex-snapshot

Structure–function studies of acinetobactin analogs

inferred← citeshttps://doi.org/10.1039/c7ob02007dopenalex-snapshot

B(C 6 F 5 ) 3 catalysed reduction of para-quinone methides and fuchsones to access unsymmetrical diaryl- and triarylmethanes: elaboration to beclobrate

inferred← citeshttps://doi.org/10.1039/c7ob02941aopenalex-snapshot

FeCl 3 -catalyzed dimerization/elimination of 1,1-diarylalkenes: efficient synthesis of functionalized 4 H -chromenes

inferred← citeshttps://doi.org/10.1039/c8cs00274fopenalex-snapshot

Recent advances in the application of Diels–Alder reactions involving o -quinodimethanes, aza- o -quinone methides and o -quinone methides in natural product total synthesis

inferred← citeshttps://doi.org/10.1039/c8nj01354copenalex-snapshot

A facile 2 H -chromene dimerization through an ortho -quinone methide intermediate catalyzed by a sulfonyl derived MIL-101 MOF

inferred← citeshttps://doi.org/10.1039/c9cc00727jopenalex-snapshot

A visible light photoredox catalyzed carbon radical-mediated generation of ortho -quinone methides for 2,3-dihydrobenzofuran synthesis

inferred← citeshttps://doi.org/10.1039/c9cp01935aopenalex-snapshot

Product detection study of the gas-phase oxidation of methylphenyl radicals using synchrotron photoionisation mass spectrometry

inferred← citeshttps://doi.org/10.1039/d0qo01407aopenalex-snapshot

Box-copper catalyzed asymmetric inverse-electron-demand oxa-hetero-Diels–Alder reaction for efficient synthesis of spiro pyranyl-oxindole derivatives

inferred← citeshttps://doi.org/10.1039/d0ra08289aopenalex-snapshot

Diastereoselective synthesis of CF 3 -dihydrobenzofurans by [4+1] annulation of in situ -generated CF 3 - o -quinone methides and sulfur ylides

inferred← citeshttps://doi.org/10.1039/d1ob01481aopenalex-snapshot

β-Keto acids in asymmetric metal catalysis and organocatalysis

inferred← citeshttps://doi.org/10.1039/d2cc00838fopenalex-snapshot

Reactivity vs. selectivity of quinone methides: synthesis of pharmaceutically important molecules, toxicity and biological applications

inferred← citeshttps://doi.org/10.1039/d2dt02748hopenalex-snapshot

Metal complexes of a pro-vitamin K3 analog phthiocol (2-hydroxy-3-methylnaphthalene-1,4-dione): synthesis, characterization, and anticancer activity

inferred← citeshttps://doi.org/10.1039/d2qo00637eopenalex-snapshot

Nickel/Brønsted acid dual-catalyzed regioselective C–H bond allylation of phenols with 1,3-dienes

inferred← citeshttps://doi.org/10.1039/d5qo00064eopenalex-snapshot

Rh( i )-catalyzed [4 + 2]-annulation of furan-fused cyclobutanones with alkynes and synthetic applications

inferred← citeshttps://doi.org/10.1080/00397911.2021.2024572openalex-snapshot

Enantioselective one-pot synthesis of 2-amino-4H-chromenes via C−H oxidation and Michael addition/ring closure sequences

inferred← citeshttps://doi.org/10.1080/10426500701764965openalex-snapshot

The Reaction of 1,2-Naphthoquinones with Some P(III) Derivatives—A Versatile Synthetic Approach to Potentially Useful Naphthoquinones and Dihydroxynaphthalenes Containing Phosphorus–Carbon Bond

inferred← citeshttps://doi.org/10.1080/10426507.2012.702822openalex-snapshot

On the Redox Reaction of 1,2-Bis(diphenylphosphino) Alkanes Toward o-, and p-Quinones

inferred← citeshttps://doi.org/10.1080/10426507.2014.887077openalex-snapshot

Reaction of 1,1-Bis(Diphenylphosphino)Methane with O-Quinones and Naphtho[2,1-B]Furan-1,2-Dione. Novel Synthesis of Bis(Diphenylphosphoryl) Derivatives and their Antimicrobial Activity

inferred← citeshttps://doi.org/10.1098/rsos.220541openalex-snapshot

Theoretical calculations of formation and reactivity of o -quinomethide derivatives of resorcin[4]arene with reference to empirical data

inferred← citeshttps://doi.org/10.1134/s1070428009020284openalex-snapshot

Features of 6-bromo-1,2-naphthoquinone reaction with 1,2-bis(diphenylphosphino)ethane

inferred← citeshttps://doi.org/10.15255/kui.2016.029openalex-snapshot

Kinon-metidi (I. dio): Reaktivni međuprodukti u kemiji fenola i njihova primjena u organskoj sintezi

inferred← citeshttps://doi.org/10.25259/ajc_474_2025openalex-snapshot

Visible light-mediated transition metal photocatalyst-free acylation/alkylation of para-quinone methides with unstrained ketone

inferred← citeshttps://doi.org/10.3390/i4070434openalex-snapshot

Specific Features of Intramolecular Proton Transfer Reaction in Schiff Bases

inferred← citeshttps://doi.org/10.3390/molecules21020186openalex-snapshot

Peltomexicanin, a Peltogynoid Quinone Methide from Peltogyne Mexicana Martínez Purple Heartwood

inferred← citeshttps://doi.org/10.6023/a25070265openalex-snapshot

o-Quinone Methide-Involved Chemoselective and Diastereoselective [2＋3] Annulation

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