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RESEARCH PAPER · The Journal of Organic Chemistry · 2000

Olefin Epoxidation by Peroxo Complexes of Cr, Mo, and W. A Comparative Density Functional Study

Cristiana Di Valentin, Philip Gisdakis, Ilya V. Yudanov, Notker Rösch

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Olefin Epoxidation by Peroxo Complexes of Cr, Mo, and W. A Comparative Density Functional StudyOriginalOn the electronic character of oxygen-transfer reactions32In Search of Catalytically Active Species in the Surfactant-Mediated Biphasic Alkene Epoxidation with Mimoun-Type Complexes33Solvent Effects on the Activation Barriers of Olefin Epoxidation − A Density Functional Study28Allylic Alcohol Epoxidation by Methyltrioxorhenium: A Density Functional Study on the Mechanism and the Role of Hydrogen Bonding47Chiral bis(oxazoline) and pyridyl alcoholate dioxo-molybdenum(VI) complexes: synthesis, characterization and catalytic examinations70Formation of Amino Acid Precursors in the Interstellar Medium. A DFT Study of Some Gas-Phase Reactions Starting with Methylenimine53Ethylene Epoxidation with Tungsten Diperoxo Complexes: Is Relativity the Origin of Reactivity?30Olefin epoxidation by dioxiranes and percarboxylic acids: an analysis of activation energies calculated by a density functional method13Olefin Epoxidation by Molybdenum and Rhenium Peroxo and Hydroperoxo Compounds: A Density Functional Study of Energetics and Mechanisms72A reflection–absorption infrared spectroscopic study of the adsorption of ethylene and ethylene oxide on oxygen-covered Ag(111)38Olefin Epoxidation with Transition Metal η2-Peroxo Complexes: The Control of Reactivity44Molecular Structure of the Molybdenum Oxo-Diperoxo Compound MoO(O2)2(OPy)(H2O): A Computational and X-ray Study29Reactions of Group V Transition Metal Oxide Cluster Ions with Ethane and Ethylene116Chromium(vi) oxide–tert-butyl hydroperoxide interactions: evidence for a tert-butylperoxychromium complex and its role in the catalytic oxidation of alcohols15Mechanism of Olefin Epoxidation by Transition Metal Peroxo Compounds13The use of the generator coordinate method for designing basis set. Application to oxo-diperoxo molybdenum complexes12Chemospecific Chromium[VI] Catalyzed Oxidation of C−H Bonds at −40 °C110Chromium23Computational studies of alkene oxidation reactions by metal-oxo compounds☆8Epoxidation of cycloolefins with hydrogen peroxide in the presence of heteropoly acids combined with phase transfer catalyst25Density Functional Study on the Mechanism of the Vanadium-Catalyzed Oxidation of Sulfides by Hydrogen Peroxide54Peroxomolybdate( vi )–citrate and –malate complex interconversions by pH-dependence. Synthetic, structural and spectroscopic studies35An Efficient C−H Oxidation Protocol for α-Hydroxylation of Cyclic Steroidal Ethers32Epoxidation of α, β-unsaturated acids catalyzed by tungstate(VI) or molybdate (VI) in H2O: influence of pH on epoxidation rate and a quantum chemical explanation4Copper hydroxide catalysts for selective oxidation: Quantum chemical study of active sites2Epoxidations1A Calix[4]arene Monoalkyl Ether as a Model of a Tris(phenolate) Ligand with a Hemilabile Anisole Moiety: Syntheses, Molecular Structures and Bonding of Calix[4]arene Ether Supported Titanium Complexes and Their Catalytic Activity in Epoxidation Reactions28Methyltrioxorhenium and its applications in olefin oxidation, metathesis and aldehyde olefination208Asymmetric epoxidation of cis-1-propenylphosphonic acid (CPPA) catalyzed by chiral tungsten(VI) and molybdenum(VI) complexes33Epoxidation of α,β-unsaturated acids catalyzed by tungstate (VI) or molybdate (VI) in aqueous solvents: a specific direct oxygen transfer mechanism13Computational Rationalization of the Dependence of the Enantioselectivity on the Nature of the Catalyst in the Vanadium-Catalyzed Oxidation of Sulfides by Hydrogen Peroxide72Photolysis of CH3Re(O2)2O induced by ligand-to-metal charge transfer and by peroxide intraligand excitation5Why Do Peroxomolybdenum Complexes Chemoselectively Oxidize the Sulfur Centers of Unsaturated Sulfides and Sulfoxides? A DFT Analysis21Mechanism on epoxidation of alkenes by peracids: A protonation-promoted pathway and its quantum chemical elucidation43Reexamination of the structure of MoO(O2)2(H2O)(hmpa), hmpa=hexamethylphosphoramide by crystallographic and theoretical means5Photochemistry of peroxo complexes induced by LMCT, MLCT and peroxide IL/LLCT excitation76Peroxotungstates and Their Citrate and Tartrate Derivatives12Transition Metal Peroxides. Synthesis and Role in Oxidation Reactions6Mechanism of olefin epoxidation with transition metal peroxo complexes: DFT study35Formation of nitroxide radicals from secondary amines and peracids: A peroxyl radical oxidation pathway derived from electron spin resonance detection and density functional theory calculation27Chiral oxoperoxomolybdenum(VI) complexes for enantioselective olefin epoxidation: Some mechanistic and stereochemical reflections71Quantum Chemical Modeling of Ethene Epoxidation with Hydrogen Peroxide: The Effect of Microsolvation with Water24Oxiranes and Oxirenes: Monocyclic12Rates, Kinetics, and Mechanisms of Epoxidation56Oxoperoxo molybdenum(VI)- and tungsten(VI) complexes with 1-(2′-hydroxyphenyl) ethanone oxime: Synthesis, structure and catalytic uses in the oxidation of olefins, alcohols, sulfides and amines using H2O2 as a terminal oxidant96Theoretical study on selective oxidation of olefin and alcohol with Mo–peroxo amine complex using “paired interacting orbitals (PIOs)” analysis3Epoxidation of olefins catalysed by vanadium–salan complexes: a theoretical mechanistic study62Novel sea urchin-like polyaniline microspheres-supported molybdenum catalyst: Preparation, characteristic and functionality21Synthesis and catalytic epoxidation potentiality of oxodiperoxo molybdenum(VI) complexes with pyridine-2-carboxaldoxime and pyridine-2-carboxylate: the crystal structure of PMePh3[MoO(O2)2(PyCO)]19Kinetic study of hydroperoxide epoxidation of 1‐octene in the presence of molybdenum disilicide as a catalyst in a low concentration range of olefin3Novel Two‐Phase Catalysis with Organometallic Compounds for Epoxidation of Vegetable Oils by Hydrogen Peroxide23Chemoselectivity and the Curious Reactivity Preferences of Functional Groups320Chemoselektivität und die eigentümlichen Reaktivitäten funktioneller Gruppen68Transition Metal Peroxides. Synthesis and Role in Oxidation Reactions2Olefin epoxidation by hydrogen peroxide catalysed by molybdenum complexes in ionic liquids and structural characterisation of the proposed intermediate dioxoperoxomolybdenum species45A Computational Study of the Olefin Epoxidation Mechanism Catalyzed by Cyclopentadienyloxidomolybdenum(VI) Complexes91Synthesis and catalytic epoxidation potential of oxodiperoxo molybdenum(VI) complexes with 2-hydroxybenzohydroxamate and 2-hydroxybenzoate: the crystal structure of PPh4[MoO(O2)2(HBA)]10Olefin Epoxidation by H2O2/MeCN Catalysed by Cyclopentadienyloxidotungsten(VI) and Molybdenum(VI) Complexes: Experiments and Computations78Stereoselective Tandem Epoxidation–Alcoholysis/Hydrolysis of Glycals with Molybdenum Catalysts14Olefin Epoxidation by Molybdenum Peroxo Compound: Molecular Mechanism Characterized by the Electron Localization Function and Catastrophe Theory29A combined experimental and DFT study of active structures and self-cycle mechanisms of mononuclear tungsten peroxo complexes in oxidation reactions21Chemoselective Sulfide and Sulfoxide Oxidations by CpMo(CO)3Cl/HOOR: a DFT Mechanistic Study26Synthesis and characterization of peroxo complexes of uranium(VI) with some Mannich base ligands3Alkane C–H Oxygenation Catalyzed by Transition Metal Complexes21New insights into the mechanism of oxodiperoxomolybdenum catalysed olefin epoxidation and the crystal structures of several oxo–peroxo molybdenum complexes47Salophen and salen oxo vanadium complexes as catalysts of sulfides oxidation with H2O2: Mechanistic insights59Peroxo complexes of uranium(VI) containing nitrogen and oxygen donor ligands4Oxido-peroxido molybdenum(VI) complexes in catalytic and stoichiometric oxidations132Mechanistic Studies on the Roles of the Oxidant and Hydrogen Bonding in Determining the Selectivity in Alkene Oxidation in the Presence of Molybdenum Catalysts15Mechanism-Based Inactivation of Cytochromes by Furan Epoxide: Unraveling the Molecular Mechanism30Monomeric and dimeric oxido–peroxido tungsten(VI) complexes in catalytic and stoichiometric epoxidation91Oxygen Atom Transfer Reactions from Mimoun Complexes to Sulfides and Sulfoxides. A Bonding Evolution Theory Analysis18Alternatives to Pt as the Electrode Catalysts for Polymer Electrolyte Membrane Fuel Cells0Experimental and theoretical insights into the oxodiperoxomolybdenum-catalysed sulphide oxidation using hydrogen peroxide in ionic liquids44Catalytic oxygen activation versus autoxidation for industrial applications: a physicochemical approach45From Roquefortine C to Roquefortine L: Formation of a Complex Nitrone with Simple Oxidizing Agents4Oxidodiperoxidomolybdenum Complexes: Properties and Their Use as Catalysts in Green Oxidations2Synergistic hollow CoMo oxide dual catalysis for tandem oxygen transfer: Preferred aerobic epoxidation of cyclohexene to 1,2-epoxycyclohexane52Peroxo–tungstate(VI) complexes: syntheses, characterization, reactivity, and DFT studies10Briggs-Rauscher reaction as a novel electrochemical detector for phosphate tungsten and phosphate molybdenum bronzes6110th Anniversary: Near-Total Epoxidation Selectivity and Hydrogen Peroxide Utilization with Nb-EISA Catalysts for Propylene Epoxidation8Ionic Liquids Based on Oxidoperoxido-Molybdenum(VI) Complexes with a Chelating Picolinate Ligand for Catalytic Epoxidation3Preparation of zeolitic bismuth vanadomolybdate using a ball-shaped giant polyoxometalate for olefin epoxidation3Implication of oxidant activation on olefin epoxidation catalysed by Molybdenum catalysts with aroylhydrazonato ligands: Experimental and theoretical studies15Some contribution to W(VI)-peroxo-chemistry: Synthesis, spectroscopic characterization, reactivity and DFT studies1A Computational Study of the MoO2(acac)2 Catalyzed Epoxidation of Ethylene with Hydrogen Peroxide and t‐Butyl Hydroperoxide5Catalysts for Liquid-Phase Oxidation of Organic Compounds by Hydrogen Peroxide: Homogeneous and Phase-Transfer Systems1Catalysts for Liquid-Phase Oxidation of Organic Compounds with Hydrogen Peroxide: Homogeneous and Phase Transfer Systems15Periodic Trends and Fluxionality Effects on Transition Metal Catalyzed Sulfoxidation5Effect of 4,4′-dialkyl-2,2′-bipyridine ligands on the hydrolysis of dichlorodioxomolybdenum(VI) catalyst precursors and the switch from homogeneous epoxidation to heterogeneous systems5Separation of rhenium and molybdenum from autoclave acid-leach liquor of molybdenite concentrate using bifunctional ionic liquid [A336][Cy272] in xylene4Chiral-at-Tungsten Dioxo Complexes─A Computational Study on Inhibiting Racemization2Oxidant-Dependent Switch of a Molybdenum(VI) Tetrazolate Complex from a Homogeneous to a Self-Separating Catalyst for Olefin Epoxidation1

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  1. On the electronic character of oxygen-transfer reactions

    Chemical Communications · 2000-01-01

    Dirk V. Deubel, Gernot Frenking, Jörg Sundermeyer, Hans Martin Senn

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  2. In Search of Catalytically Active Species in the Surfactant-Mediated Biphasic Alkene Epoxidation with Mimoun-Type Complexes

    Organic Letters · 2001-01-17

    Dirk V. Deubel, Jörg Sundermeyer, Gernot Frenking

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  3. Solvent Effects on the Activation Barriers of Olefin Epoxidation − A Density Functional Study

    European Journal of Organic Chemistry · 2001-02-01

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  4. Allylic Alcohol Epoxidation by Methyltrioxorhenium: A Density Functional Study on the Mechanism and the Role of Hydrogen Bonding

    Journal of the American Chemical Society · 2001-02-15

    Cristiana Di Valentin, Remo Gandolfi, Philip Gisdakis, Notker Rösch

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  5. Chiral bis(oxazoline) and pyridyl alcoholate dioxo-molybdenum(VI) complexes: synthesis, characterization and catalytic examinations

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  6. Formation of Amino Acid Precursors in the Interstellar Medium. A DFT Study of Some Gas-Phase Reactions Starting with Methylenimine

    The Journal of Physical Chemistry A · 2001-04-06

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  7. Ethylene Epoxidation with Tungsten Diperoxo Complexes: Is Relativity the Origin of Reactivity?

    The Journal of Physical Chemistry A · 2001-04-24

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  8. Olefin epoxidation by dioxiranes and percarboxylic acids: an analysis of activation energies calculated by a density functional method

    Journal of Physical Organic Chemistry · 2001-04-30

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  9. Olefin Epoxidation by Molybdenum and Rhenium Peroxo and Hydroperoxo Compounds: A Density Functional Study of Energetics and Mechanisms

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  10. A reflection–absorption infrared spectroscopic study of the adsorption of ethylene and ethylene oxide on oxygen-covered Ag(111)

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    Darío J. Stacchiola, Guosong Wu, M. Kaltchev, Wilfred T. Tysoe

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  11. Olefin Epoxidation with Transition Metal η2-Peroxo Complexes: The Control of Reactivity

    European Journal of Inorganic Chemistry · 2001-07-01

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  12. Molecular Structure of the Molybdenum Oxo-Diperoxo Compound MoO(O2)2(OPy)(H2O): A Computational and X-ray Study

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    Fabrício Ronil Sensato, Quézia B. Cass, E. Longo, Julio Zukerman-Schpector, Rogério Custódio, Juán Andrés, Marcelo Zaldini Hernandes, Ricardo Luiz Longo

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  13. Reactions of Group V Transition Metal Oxide Cluster Ions with Ethane and Ethylene

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    K. A. Zemski, Dina R. Justes, A. Welford Castleman

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  14. Chromium(vi) oxide–tert-butyl hydroperoxide interactions: evidence for a tert-butylperoxychromium complex and its role in the catalytic oxidation of alcohols

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  15. Mechanism of Olefin Epoxidation by Transition Metal Peroxo Compounds

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  16. The use of the generator coordinate method for designing basis set. Application to oxo-diperoxo molybdenum complexes

    Journal of Molecular Structure THEOCHEM · 2002-08-01

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  17. Chemospecific Chromium[VI] Catalyzed Oxidation of C−H Bonds at −40 °C

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  18. Chromium

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  19. Computational studies of alkene oxidation reactions by metal-oxo compounds☆

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  20. Epoxidation of cycloolefins with hydrogen peroxide in the presence of heteropoly acids combined with phase transfer catalyst

    Russian Chemical Bulletin · 2003-02-01

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  21. Density Functional Study on the Mechanism of the Vanadium-Catalyzed Oxidation of Sulfides by Hydrogen Peroxide

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  22. Peroxomolybdate( vi )–citrate and –malate complex interconversions by pH-dependence. Synthetic, structural and spectroscopic studies

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  23. An Efficient C−H Oxidation Protocol for α-Hydroxylation of Cyclic Steroidal Ethers

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  24. Epoxidation of α, β-unsaturated acids catalyzed by tungstate(VI) or molybdate (VI) in H2O: influence of pH on epoxidation rate and a quantum chemical explanation

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  25. Copper hydroxide catalysts for selective oxidation: Quantum chemical study of active sites

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  26. Epoxidations

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  27. A Calix[4]arene Monoalkyl Ether as a Model of a Tris(phenolate) Ligand with a Hemilabile Anisole Moiety: Syntheses, Molecular Structures and Bonding of Calix[4]arene Ether Supported Titanium Complexes and Their Catalytic Activity in Epoxidation Reactions

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  28. Methyltrioxorhenium and its applications in olefin oxidation, metathesis and aldehyde olefination

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  29. Asymmetric epoxidation of cis-1-propenylphosphonic acid (CPPA) catalyzed by chiral tungsten(VI) and molybdenum(VI) complexes

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  31. Computational Rationalization of the Dependence of the Enantioselectivity on the Nature of the Catalyst in the Vanadium-Catalyzed Oxidation of Sulfides by Hydrogen Peroxide

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  32. Photolysis of CH3Re(O2)2O induced by ligand-to-metal charge transfer and by peroxide intraligand excitation

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  33. Why Do Peroxomolybdenum Complexes Chemoselectively Oxidize the Sulfur Centers of Unsaturated Sulfides and Sulfoxides? A DFT Analysis

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  34. Mechanism on epoxidation of alkenes by peracids: A protonation-promoted pathway and its quantum chemical elucidation

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  35. Reexamination of the structure of MoO(O2)2(H2O)(hmpa), hmpa=hexamethylphosphoramide by crystallographic and theoretical means

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  36. Photochemistry of peroxo complexes induced by LMCT, MLCT and peroxide IL/LLCT excitation

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  37. Peroxotungstates and Their Citrate and Tartrate Derivatives

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  38. Transition Metal Peroxides. Synthesis and Role in Oxidation Reactions

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  39. Mechanism of olefin epoxidation with transition metal peroxo complexes: DFT study

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  40. Formation of nitroxide radicals from secondary amines and peracids: A peroxyl radical oxidation pathway derived from electron spin resonance detection and density functional theory calculation

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  41. Chiral oxoperoxomolybdenum(VI) complexes for enantioselective olefin epoxidation: Some mechanistic and stereochemical reflections

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  42. Quantum Chemical Modeling of Ethene Epoxidation with Hydrogen Peroxide: The Effect of Microsolvation with Water

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  43. Oxiranes and Oxirenes: Monocyclic

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  44. Rates, Kinetics, and Mechanisms of Epoxidation

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  45. Oxoperoxo molybdenum(VI)- and tungsten(VI) complexes with 1-(2′-hydroxyphenyl) ethanone oxime: Synthesis, structure and catalytic uses in the oxidation of olefins, alcohols, sulfides and amines using H2O2 as a terminal oxidant

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  46. Theoretical study on selective oxidation of olefin and alcohol with Mo–peroxo amine complex using “paired interacting orbitals (PIOs)” analysis

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  47. Epoxidation of olefins catalysed by vanadium–salan complexes: a theoretical mechanistic study

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  48. Novel sea urchin-like polyaniline microspheres-supported molybdenum catalyst: Preparation, characteristic and functionality

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  49. Synthesis and catalytic epoxidation potentiality of oxodiperoxo molybdenum(VI) complexes with pyridine-2-carboxaldoxime and pyridine-2-carboxylate: the crystal structure of PMePh3[MoO(O2)2(PyCO)]

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  50. Kinetic study of hydroperoxide epoxidation of 1‐octene in the presence of molybdenum disilicide as a catalyst in a low concentration range of olefin

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