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While rust is an unwanted oxidation reaction, there are also many other useful oxidation reactions that are extremely important and number among the most commonly used reactions in the chemical industry. This completely revised, updated second edition now includes additional sections on industrial oxidation and biochemical oxidation. Edited by one of the world leaders in the field, high-quality contributions cover every important aspect from classical to green chemistry methods: - Recent Developments in Metal-catalyzed Dihydroxylation of Alkenes - Transition Metal-Catalyzed Epoxidation of…mehr
While rust is an unwanted oxidation reaction, there are also many other useful oxidation reactions that are extremely important and number among the most commonly used reactions in the chemical industry. This completely revised, updated second edition now includes additional sections on industrial oxidation and biochemical oxidation. Edited by one of the world leaders in the field, high-quality contributions cover every important aspect from classical to green chemistry methods: - Recent Developments in Metal-catalyzed Dihydroxylation of Alkenes - Transition Metal-Catalyzed Epoxidation of Alkenes - Organocatalytic Oxidation. Ketone-Catalyzed Asymmetric Epoxidation of Alkenes and Synthetic Applications - Catalytic Oxidations with Hydrogen Peroxide in Fluorinated Alcohol Solvents - Modern Oxidation of Alcohols using Environmentally Benign Oxidants - Aerobic Oxidations and Related Reactions Catalyzed by N-Hydro xyphthalimide - Ruthenium-Catalyzed Oxidation for Organic Synthesis - Selective Oxidation of Amines and Sulfides - Liquid Phase Oxidation Reactions Catalyzed by Polyoxometalates - Oxidation of Carbonyl Compounds - Manganese-Catalyzed Oxidation with Hydrogen Peroxide - Biooxidation with Cytochrome P450 Monooxygenases By providing an overview of this vast topic, the book represents an unparalleled aid for organic, catalytic and biochemists working in the field.
Jan-Erling Bäckvall is Professor of Organic Chemistry at Stockholm University, where he is Head of the Research. He is renowned for his contribution to organopalladium chemistry and catalytic oxidation reactions where he has done mechanistic work and developed new reactions. More recently efficient systems for dynamic kinetic resolution of alcohols based on combined ruthenium and enzyme catalysis were developed in his laboratory. Jan-Erling Bäckvall has published about 380 papers. For his contribution to research he was elected a Member of The Royal Swedish Academy of Sciences, am Member of the Nobel Committee for Chemistry, a Fellow of the Royal Society of Sciences, Sweden, a Member of "Fysiografiska sällskapet" Sweden and a Foreign Member of the Finnish Academy of Science and Letters and received many prizes, awards and honors.
Inhaltsangabe
Preface RECENT DEVELOPMENT IN METAL-CATALYZED DIHYDROXYLATION OF OLEFINS Introduction Environmentally Friendly Terminal Oxidants Supported Osmium Catalysts Ionic Liquids Ruthenium Catalysts Iron Catalysts Conclusions TRANSITION METAL-CATALYZED EPOXIDATION OF ALKENES Introduction Choice of Oxidant for Selective Epoxidation Epoxidations of Alkenes Catalyzed by Early Transition Metals Molybdenum and Tungsten-Catalyzed Epoxidations Manganese-Catalyzed Epoxidations Rhenium-Catalzyed Epoxidations Iron-Catalyzed Epoxidations Ruthenium-Catalyzed Epoxidations Epoxidations Using Late Transition Metals Concluding Remarks ORGANOCATALYTIC OXIDATION. KETONE-CATALYZED ASYMMETRIC EPOXIDATION OF OLEFINS AND SYNTHETIC APPLICATIONS Introduction Catalyst Development Synthetic Applications Conclusion CATALYTIC OXIDATIONS WITH HYDROGEN PEROXIDE IN FLUORINATED ALCOHOL SOLVENTS Introduction Properties of Fluorinated Alcohols Epoxidation of Alkenes in Fluorinated Alcohol Solvents Sulfoxidation of Thioethers in Fluorinated Alcohol Solvents Baeyer-Villiger Oxidations of Ketones in Fluorinated Alcohol Solvents Epilog MODERN OXIDATION OF ALCOHOLS USING ENVIRONMENTALLY BENIGN OXIDANTS Introduction Oxoammonium Based Oxidation of Alcohols - TEMPO as Catalyst Metal-Mediated Oxidation of Alcohols - Mechanism Ruthenium-Catalyzed Oxidations with O2 Palladium-Catalyzed Oxidations with O2 Copper-Catalyzed Oxidations with O2 Other Metals as Catalysts for Oxidation with O2 Catalytic Oxidation of Alcohols with Hydrogen Peroxide Concluding Remarks AEROBIC OXIDATIONS AND RELATED REACTIONS CATALYZED BY N-HYDROXYPHTHALIMIDE Introduction NHPI-Catalyzed Aerobic Oxidation Functionalization of Alkanes Catalyzed by by NHPI Carbon-Carbon Bond Forming Reaction via Catalytic Carbon Radicals Generation Assisted by NHPI Conclusions RUTHENIUM-CATALYZED OXIDATION FOR ORGANIC SYNTHESIS Introduction RuO4-Promoted Oxidation Oxidation with Low Valent Ruthenium Catalysts and Oxidants SELECTIVE OXIDATION OF AMINES AND SULFIDES Introduction Oxidation of Sulfides to Sulfoxides Oxidation of Tertiary Amines to N-Oxides Concluding Remarks LIQUID PHASE OXIDATION REACTIONS CATALYZED BY POLYOXOMETALATES Introduction Polyoxometalates (POMs) Oxidation with Mono-Oxygen Donors Oxidation with Peroxygen Compounds Oxidation with Molecular Oxygen Heterogenization of Homogeneous Reactions - Solid-Liquid, Liquid-Liquid, and Alternative Reaction Systems Conclusion OXIDATION OF CARBONYL COMPOUNDS Introduction Oxidation of Aldehydes to Carboxylic Acids Oxidation of Ketones MANGANESE CATALYSED OXIDATION WITH HYDROGEN PEROXIDE Introduction Bio-Inspired Manganese Oxidation Catalysts Manganese-Catalyzed Bleaching Epoxidationand cis-Dihydroxylation of Alkenes Manganese Catalysts for the Oxidation of Alkanes, Alcohols, and Aldehydes Conclusions BIOOXIDATION WITH CYTOCHROME P450 MONOOXYGENASES Introduction Properties of Cytochrome P450 Monooxygenases Application and Engineering of P450s for the Pharmaceutical Industry Application of P450s for Synthesis of Fine Chemicals Engineering of P450s for Biocatalysis Future Trends
Preface RECENT DEVELOPMENT IN METAL-CATALYZED DIHYDROXYLATION OF OLEFINS Introduction Environmentally Friendly Terminal Oxidants Supported Osmium Catalysts Ionic Liquids Ruthenium Catalysts Iron Catalysts Conclusions TRANSITION METAL-CATALYZED EPOXIDATION OF ALKENES Introduction Choice of Oxidant for Selective Epoxidation Epoxidations of Alkenes Catalyzed by Early Transition Metals Molybdenum and Tungsten-Catalyzed Epoxidations Manganese-Catalyzed Epoxidations Rhenium-Catalzyed Epoxidations Iron-Catalyzed Epoxidations Ruthenium-Catalyzed Epoxidations Epoxidations Using Late Transition Metals Concluding Remarks ORGANOCATALYTIC OXIDATION. KETONE-CATALYZED ASYMMETRIC EPOXIDATION OF OLEFINS AND SYNTHETIC APPLICATIONS Introduction Catalyst Development Synthetic Applications Conclusion CATALYTIC OXIDATIONS WITH HYDROGEN PEROXIDE IN FLUORINATED ALCOHOL SOLVENTS Introduction Properties of Fluorinated Alcohols Epoxidation of Alkenes in Fluorinated Alcohol Solvents Sulfoxidation of Thioethers in Fluorinated Alcohol Solvents Baeyer-Villiger Oxidations of Ketones in Fluorinated Alcohol Solvents Epilog MODERN OXIDATION OF ALCOHOLS USING ENVIRONMENTALLY BENIGN OXIDANTS Introduction Oxoammonium Based Oxidation of Alcohols - TEMPO as Catalyst Metal-Mediated Oxidation of Alcohols - Mechanism Ruthenium-Catalyzed Oxidations with O2 Palladium-Catalyzed Oxidations with O2 Copper-Catalyzed Oxidations with O2 Other Metals as Catalysts for Oxidation with O2 Catalytic Oxidation of Alcohols with Hydrogen Peroxide Concluding Remarks AEROBIC OXIDATIONS AND RELATED REACTIONS CATALYZED BY N-HYDROXYPHTHALIMIDE Introduction NHPI-Catalyzed Aerobic Oxidation Functionalization of Alkanes Catalyzed by by NHPI Carbon-Carbon Bond Forming Reaction via Catalytic Carbon Radicals Generation Assisted by NHPI Conclusions RUTHENIUM-CATALYZED OXIDATION FOR ORGANIC SYNTHESIS Introduction RuO4-Promoted Oxidation Oxidation with Low Valent Ruthenium Catalysts and Oxidants SELECTIVE OXIDATION OF AMINES AND SULFIDES Introduction Oxidation of Sulfides to Sulfoxides Oxidation of Tertiary Amines to N-Oxides Concluding Remarks LIQUID PHASE OXIDATION REACTIONS CATALYZED BY POLYOXOMETALATES Introduction Polyoxometalates (POMs) Oxidation with Mono-Oxygen Donors Oxidation with Peroxygen Compounds Oxidation with Molecular Oxygen Heterogenization of Homogeneous Reactions - Solid-Liquid, Liquid-Liquid, and Alternative Reaction Systems Conclusion OXIDATION OF CARBONYL COMPOUNDS Introduction Oxidation of Aldehydes to Carboxylic Acids Oxidation of Ketones MANGANESE CATALYSED OXIDATION WITH HYDROGEN PEROXIDE Introduction Bio-Inspired Manganese Oxidation Catalysts Manganese-Catalyzed Bleaching Epoxidationand cis-Dihydroxylation of Alkenes Manganese Catalysts for the Oxidation of Alkanes, Alcohols, and Aldehydes Conclusions BIOOXIDATION WITH CYTOCHROME P450 MONOOXYGENASES Introduction Properties of Cytochrome P450 Monooxygenases Application and Engineering of P450s for the Pharmaceutical Industry Application of P450s for Synthesis of Fine Chemicals Engineering of P450s for Biocatalysis Future Trends
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