Metal-catalysis in Industrial Organic Processes

• Preface;Glossary;Chapter 1: Introduction - Catalysis in the Chemical Industry Sunley;1.1: Catalysis in the Chemical Industry;1.2: Selection of a Chemical Process: What Does the Catalyst Do?;1.3: Developing Metal-Catalysis - the Role of Fundamental Understanding;References;Chapter 2: Formation of C-O Bonds by Oxidation;2.1: Review - The Basic Chemistry of Oxygen;2.2: Cyclohexane Oxidation to Cyclohexanol and Cyclohexanone and to Adipic Acid: on the Way to Nylon-6,6;2.3: p-Xylene Oxidation to Terephthalic Acid. Polyethylene Terephthalate: on the Way to Fibres for Shirts;2.4: Ethylene Oxide by Ag-catalyzed Oxidation of Ethylene: for Antifreeze and Detergents;2.5: Propylene Oxide: to Biocompatible Propylene Glycol;2.6: Hydrogen Peroxide Route to Propylene Oxide;2.7: Asymmetric Epoxidation, Dihydroxylation and Sulfide Oxidation: New Routes to Chiral Agrochemicals and Pharmaceuticals;2.8: Acrolein and Acrylic Acid from Propylene: for Super-Absorbent Polymers, Paints, and Fibres;2.9: Methacrolein and Methacrylic Acid from Isobutene;2.10: Ammoxidation Reactions. Propylene to Acrylonitrile: for Engineering Plastics, Polymers;2.11: Maleic Anhydride and Phthalic Anhydride: for THF, Spandex, Swim-suits and Ladies' Tights;2.12: Silicalite Process to e-Caprolactam;2.13: Oxidation of Phenol to Catechol and Hydroquinone;2.14: Benzene Oxidation to Phenol: Making Phenolic Resins for Building;2.15: Oxidation Processes in which the Metal Directly Functionalizes the Olefinic Substrate;2.16: Enzymatic and Microbiological Oxidations. Microbial Hydroxylation of Progesterone;Annex 1: Alkane Feedstocks. Alternative Routes to Acetic Acid and Acrylonitrile;Annex 2: Adsorption Effects on the Catalytic Performances of TS-1. Zeolites as Solid Solvents;References;Chapter 3: Hydrogenation Reactions;3.1: Introduction and Basic Chemistry: Activation of Hydrogen and Transfer to Substrate Isomerization Reactions;3.2: Hydrotreating in Petroleum Chemistry;3.3: Mono-unsaturated Fatty Esters by Partial Hydrogenation of Natural Oils;3.4: Hydrogenation of Adiponitrile to Hexamethylenediamine;3.5: Making L-DOPA by Enantioselective Hydrogenation of Acetamidoarylacrylic Acids;3.6: Enantioselective Hydrogenation of N-Arylimines in the Synthesis of the Chiral Herbicide, (S )-Metolachlor;3.7: Isomerization Reactions: Diethylgeranylamine and Diethylnerylamine for the Production of (_)-Menthol;3.8: Enantioselective Hydrogen Transfer;3.9: Ethylbenzene Dehydrogenation to Styrene;Discussion Points;References;Chapter 4: Syntheses Based on Carbon Monoxide;4.1: Introduction;4.2: Carbonylation Reactions of Alcohols and Esters;4.3: Hydroxy/Alkoxy-Carbonylation of Alkenes and Dienes;4.4: Polyketones;4.5: Oxidative Carbonylation of Methanol to Dimethyl Carbonate and Dimethyl Oxalate;4.6: Hydroformylation of Olefins;4.7: CO Hydrogenation;Annex 1: Concerning the Mechanism of the Fischer-Tropsch Reaction;Annex 2: Some Hints for Discussion Points;References;Chapter 5: Carbon-Carbon Bond Formation;5.1: Introduction;5.2: Alkylation and Related Reactions;5.3: Carbon-Carbon Bond Formation through Activation of Aryl- or Vinyl-Halide bonds: Fine Chemicals;5.4: Chemistry of Allyl Compounds. Butadiene as Substrate;5.5: Oligomerization of Olefins;5.6: Carbene Chemistry and Asymmetric Synthesis: Chrysanthemic Esters;Annex 1: Devising New Synthetic Pathways;Annex 2: Hints to Improve or to Develop Alternative Processes for the Synthesis of Aromatics Catalyzed by Transition Metals;Annex 3: Perspectives in C-C Bond Forming Organic Syntheses;References;Chapter 6: Metathesis of Olefins;6.1: Introduction - History and Basic Chemistry of Metathesis;6.2: The Carbene-Metallacyclobutane Mechanism of Metathesis;6.3: Industrial Applications of Metathesis;6.4: Homogeneous Ruthenium Alkylidene Complexes;6.5: Speciality Polymers;6.6: Fine Chemicals and Pharmaceuticals;6.7: Recent Progress;6.8: Future Outlook;References;Chapter 7: Polymerization Reactions;7.1: An Introductory Overview;7.2: Industrial Aspects of Polyolefin Production;7.3: Solid-State Polymerization Catalysts;7.4: Soluble Olefin Polymerization Catalysts;7.5: Supported Metallocene Catalysts;7.6: Copolymerization of Linear and Cyclic Olefins;7.7: Copolymerisation of Olefins with Polar Monomers and with CO;Annex 1: Polymer Stereochemistry Studied by 13C NMR Spectroscopy;Annex 2: Stereospecific Polymerization of Conjugated Diolefins: Butadiene and Isoprene;Annex 3: Some Hints to Help Start the Discussions;Acknowledgements;References;Appendix 1: Basic Organometallic Chemistry Related to Catalytic Cycles;References;Appendix 2: Some Basic Aspects of Surface Science Related to Heterogeneously Catalyzed Reactions;References;Subject Index

It is a textbook that presents its material in concise form together with general analyses of tendencies and principles.I can recommend the book as an interesting introduction into the field of metal-catalyzed industrial processes for readers with a basic back-ground in organic chemistry. The book will also be helpful for the preparation of lectures on industrial chemistry and as a source of application examples for lectures on organometallic, synthetic, and catalytic chemistry.