(Ebook) Transition metal catalysis in aerobic alcohol oxidation 1st Edition by Francesca Cardona ISBN 1849738238 9781849738231

(Ebook) Transition metal catalysis in aerobic alcohol oxidation 1st Edition by Francesca Cardona ISBN 1849738238 9781849738231

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ISBN 10: 1849738238 
ISBN 13: 9781849738231
Author: Francesca Cardona

The oxidation of primary and secondary alcohols to the corresponding carbonyl compounds is of fundamental importance in organic synthesis, due to the wide use of these products as precursors and intermediates for many drugs, vitamins and fragrances. However, traditional oxidants are often toxic and release considerable amounts of by-products. As an alternative, oxygen is among the cheaper and less polluting stoichiometric oxidants, and the implementation of a transition metal-based catalyst in combination with oxygen represents an emerging alternative to the traditional procedures. This book aims to give an overview of the aerobic oxidation of alcohols catalyzed by transition metals, and covers the most important advances in the last fifteen years. Following an introductory chapter on homogeneous-, heterogeneous- and nano-catalysis, use of copper, ruthenium, palladium, gold, vanadium and iron are discussed in turn. The book concludes with a useful overview that includes representative experimental procedures. This book will provide a valuable reference to organic chemists and green chemists in academia and industry.

(Ebook) Transition metal catalysis in aerobic alcohol oxidation 1st Table of contents:

Chapter 1 Homogeneous, Heterogeneous and Nanocatalysis
1.1 Introduction
1.2 Homogeneous Catalysis for the Aerobic Oxidation of Alcohols
1.2.1 Selective Oxidation of Alcohols: Cu/TEMPO System Case Study
1.2.2 Tailored Catalysts for the Selective Oxidation of Alcohols: Ligand Design
1.2.3 Tandem Catalysis for the Multistep Synthesis of Fine Chemicals
1.3 Heterogeneous Catalysis for the Aerobic Oxidation of Alcohols
1.3.1 Oxidation of Alcohols Using Single-Metal and Alloy Catalysts
1.3.2 Selective Oxidation of Alcohols Derived from Biomass
1.3.3 Selective Oxidation of Alcohols in Non-Conventional Media
1.4 Nanocatalysis for the Aerobic Oxidation of Alcohols
1.5 Microwave-Assisted Reactions
1.6 Photochemistry in Oxidation Reactions
1.7 Conclusions and Outlook
References
Chapter 2 Copper Catalysts for Aerobic Oxidation of Alcohols
2.1 Introduction
2.2 Alcohol Oxidation Catalysts Based on the Copper-Nitroxyl Radical System
2.2.1 Homogeneous Catalysts
2.2.2 Heterogeneous Catalysts
2.3 Copper-Based Alcohol Oxidation Catalysts Without Nitroxyl Radical
2.3.1 Homogeneous Catalysts
2.3.2 Heterogeneous Catalysts
2.4 Conclusion
References
Chapter 3 Ruthenium-Based Catalysts for Aerobic Oxidation of Alcohols
3.1 Homogeneous Ruthenium-Based Catalysts
3.1.1 Introduction
3.1.2 Homogeneous Ruthenium-Catalyzed Aerobic Oxidation of Alcohols
3.2 Heterogeneous Ruthenium-Based Catalysts
3.2.1 Introduction
3.2.2 Heterogeneous Ruthenium-Catalyzed Aerobic Oxidation of Alcohols
3.3 Concluding Remarks
References
Chapter 4 Selective Palladium-Catalysed Aerobic Oxidation of Alcohols
4.1 General Introduction
4.2 Aspects of Heterogeneous Palladium Catalysts in the Selective Oxidation of Alcohols
4.2.1 Introduction
4.2.2 Practical Considerations for Heterogeneous Selox Catalysts
4.2.3 Particle Size Effects
4.2.4 Surface Reaction Mechanism
4.2.5 Nature of the Active Site
4.2.6 Establishing Support Effects
4.2.7 Bimetallic Palladium-Catalysed Selective Oxidation
4.2.8 Substrate Scope
4.2.9 Concluding Remarks on Heterogeneous Pd Systems
4.3 Ligand-Modulated Pd Systems
4.3.1 Introduction
4.3.2 Examples of Ligand-Modulated Pd(ii) Catalysts
4.3.3 Mechanistic Insights into Ligand-Modulated Pd(ii) Alcohol Oxidation
4.3.4 Nanoparticles and Ligands
4.4 Concluding Remarks
References
Chapter 5 Gold-Based Catalysts
5.1 Introduction
5.2 Preparation and Characterization of Gold-Based Catalysts
5.3 Selective Oxidation of Alcohols by Gold-Based Catalysis
5.3.1 Glycerol Oxidation
5.3.2 Allyl Alcohol Oxidation
5.4 Conclusion
References
Chapter 6 Aerobic Oxidation of Alcohols Catalyzed by Iron or Vanadium Compounds
6.1 Oxidations Catalyzed by Iron Compounds
6.1.1 Fe(NO3)3-FeBr3-Catalyzed Aerobic Oxidation
6.1.2 Fe(m)-TEMPO-Catalyzed Aerobic Oxidation
6.1.3 Aerobic Oxidation Catalyzed by Recyclable Fe(m)-TEMPO Derivatives
6.2 Oxidations Catalyzed by Vanadium Compounds
6.2.1 Aerobic Oxidation of α-Hydroxycarbonyls and Related Compounds
6.2.2 Aerobic Oxidation of Propargylic Alcohols
6.2.3 Aerobic Oxidation of Allylic and Benzylic Alcohols
6.2.4 Aerobic Oxidation of Alcohols Including Unactivated Alcohols
6.2.5 Aerobic Oxidation of Hydroquinones to Quinones
6.2.6 Aerobic Cleavage of Glycol and Related Compounds
References
Chapter 7 The Concept of Multicatalysis in Aerobic Oxidation of Alcohols
7.1 Introduction
7.2 Biomimetic Catalytic Oxidation of Alcohols
7.3 Synergistic Bimetallic Systems
7.4 Catalytic Aerobic Oxidation of Alcohols in Multistep Processes
7.5 Conclusion
Abbreviations
References
Chapter 8 Gas-Phase Oxidation of Alcohols: Innovation in Industrial Technologies and Recent Developments
8.1 Introduction
8.2 Gas-Phase Oxidation of Methanol
8.2.1 Industrial Process of Methanol Oxidative Dehydrogenation to Formaldehyde
8.2.2 Recent Improvements to Industrial Catalysts and Technology for Methanol Oxidehydrogenation
8.2.3 New Classes of Catalysts for Methanol Oxidation
8.2.4 New Reactions and Applications of Methanol Gas-Phase Oxidation
8.3 Gas-Phase Oxidation of Ethanol
8.3.1 Oxidation of Ethanol to Acetaldehyde and Acetic Acid: Metallic Catalysts
8.3.2 Oxidation of Ethanol to Acetaldehyde and Acetic Acid: Metal Oxide and Mixed Oxide Catalysts
8.3.3 Direct Ammoxidation, Oxychlorination and Epoxidation of Ethanol
8.4 Gas-Phase Oxidation and Ammoxidation of Glycerol
8.5 Gas-Phase Photocatalytic Oxidation of Alcohols
8.5.1 Photocatalytic Synthesis of Acetaldehyde from Ethanol
8.6 Conclusion
References
Chapter 9 Asymmetric Oxidation of Alcohols and Phenol Derivatives with Air as Oxidant
9.1 Introduction
9.2 Asymmetric Oxidation of Alcohols with Air
9.2.1 Oxidative Kinetic Resolution of Racemic Alcohols
9.2.2 Asymmetric Oxidative Desymmetrization of meso-Diols
9.3 Asymmetric Oxidation of Phenol Derivatives with Air
9.3.1 Asymmetric Oxidative Coupling of Phenol Derivatives
9.3.2 Asymmetric Oxidative Dearomatization of Phenol Derivatives
9.4 Conclusion
Acknowledgements
References
Chapter 10 Overview: Representative Experimental Procedures, Comparative Tables and Conclusions
10.1 Introduction
10.2 Oxidation of Primary Alcohols to Aldehydes
10.3 Oxidation of Secondary Alcohols to Ketones
10.4 Oxidation of Primary Alcohols to Carboxylic Acids
10.5 Oxidation of Propargyl Alcohols
10.6 Nanoparticles Preparation
10.7 Oxidations in Alternative Solvents
10.7.1 Water
10.7.2 Ionic Liquids
10.7.3 Fluorinated Solvents
10.7.4 Solvent-Free Systems
10.7.5 Supercritical Carbon Dioxide
10.8 Catalyst Recovery
10.9 Some Scaled-Up Procedures
10.10 Comparative Tables
10.11 Conclusion

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