Advances in Organometallic Chemistry (eBook)

Front Cover 1
Catalysis and Organic Syntheses 4
Copyright Page 5
Contents 6
List of Contributors 10
Preface 12
Chapter 1. Hydroformylation 14
I. Introduction 14
II. Commercial Utilization 15
III. Reaction Mechanism 16
IV. Secondary Products and Reactions 23
V. Substrates 28
VI. Catalyst Separation and Recycle 59
VII. Heterogeneous Catalysts 60
VIII. Catalysts Other than Cobalt and Rhodium 66
IX. Commercial Technology Trends 70
References 70
Chapter 2. The Fischer–Tropsch Reaction 74
I. Introduction 74
II. Fischer-Tropsch Related Organometallic Chemistry 79
III. Possible Mechanisms for the Fischer-Tropsch Reaction 99
IV. New Technology 109
V. Summary 112
References 113
Chapter 3. Selectivity Control in Nickel-Catalyzed Olefin Oligomerization 118
I. Introduction 118
II. Methods of Preparation and Some Features of Nickel Catalysts Active for the Oligomerization of Olefins and Related Reactions 120
III. Formation and Probable Structure of the Catalytically Active Species 127
IV. Examples of Selectivity Control 132
References 150
Chapter 4. Palladium-Catalyzed Reactions of Butadiene and lsoprene 154
I. Comparison Of Nickel- and Palladium-Catalyzed Reactions Of Butadiene 154
II. Catalytic Species 159
III. Dimerization of Butadiene 161
IV. Telomerization of Butadiene 164
V. Dimerization and Telomerization of Isoprene 181
VI. Cyclization Reactions 189
VII. Reactions of Carbon Dioxide 191
VIII. Cooligomerization of Butadiene with Olefins 192
IX. Oxidative Reactions of Butadiene With Pd2+ Salts 194
X. Other Reactions 195
XI. Application of the Telomerization of Butadiene to Natural Product Synthesis 195
References 202
Chapter 5. Synthetic Applications of Organonickel Complexes in Organic Chemistry 208
I. Introduction 208
II. Carbon-Carbon Bond Formation 211
III. Formation of Bonds Other Than Carbon-Carbon 247
References 256
Chapter 6. Mechanistic Pathways in the Catalytic Carbonylation of Methanol by Rhodium and Iridium Complexes 268
I. Introduction 268
II. The Carbonylation of Methanol Catalyzed by Rhodium Complexes in Solution 270
III. Supported Rhodium Carbonylation Catalysts for Methanol Carbonylation 275
IV. Iridium-Catalyzed Methanol Carbonylation 277
References 280
Chapter 7. Catalytic Codimerization of Ethylene and Butadiene 282
I. Introduction 282
II. The Rhodium Catalyst System 284
III. Ni-Based Catalyst System 304
IV. Co and Fe Catalyst System 322
V. Pd-Based Catalyst System 328
References 329
Chapter 8. Hydrogenation Reactions Catalyzed by Transition Metal Complexes 332
I. Introduction 332
II. Recent Studies of Catalyst Systems Discovered Prior to 1971 334
III. Asymmetric Hydrogenation 351
IV. Supported Transition Metal Complexes as Catalysts 374
V. Membrane Systems, Phase-Transfer Catalysis, Molten Salt Systems 380
VI. Transition Metal Clusters, Including Dimers 381
VII. Hydrogenation of Aromatic Hydrocarbons 389
VIII. Photacatalysis 391
IX. Hydrogenase Systems 393
X. Hydrogen Transfer from Solvents 394
XI. Miscellaneous New Catalysts 396
XII. Summary 401
References 403
Chapter 9. Homogeneous Catalysis of Hydrosilation by Transition Metals 420
I. Introduction 420
II. Chloroplatinic Acid as a Homogeneous Catalyst 422
III. Homogeneous Catalysis with Metals Other Than Platinum 441
IV. Effects of the Structure of the Silane 447
V. Studies with Conjugated Dienes 454
VI. Hydrosilation of Acetylenes 456
References 458
Chapter 10. Olefin Metathesis 462
I. Introduction 462
II. Origins of Carbene-Metal Complexes 464
III. Cyclopropanation 472
IV. Stereochemical Aspects of the Olefin Metathesis Reaction 481
V. Metathesis of Substrates Bearing Polar Groups 495
VI. Conclusion 502
References 502
Subject Index 506
Cumulative List of Contributors 520
Cumulative List of Titles 522