Roderick Bates, Rod Bates, Bates

Organic Synthesis Using Transition Metals

• Gebundenes Buch

Produktbeschreibung

This volume considers the ways in which transition metals, as catalysts and reagents, can be used in organic synthesis. It concentrates on the bond-forming reactions that set transition metal chemistry apart from "classical" organic chemistry. Transition metals open up new opportunities for synthesis, because their means of bonding and their reaction mechanisms differ from those of the elements of the s and p blocks. In the last decade, the subject has mushroomed. Established reactions are seeing both technical improvements and increasing numbers of applications. New reactions are being developed. The practicality of the subject is demonstrated by the large number of publications coming from the process development laboratories of pharmaceutical companies. The book is extensively referenced and so provides a convenient point of entry to the research literature.

Produktdetails

• Verlag: Wiley
• Seitenzahl: 200
• Erscheinungstermin: 6. Juli 2000
• Englisch
• Abmessung: 240mm x 161mm x 15mm
• Gewicht: 475g
• ISBN-13: 9781841271071
• ISBN-10: 1841271071
• Artikelnr.: 21616461

Inhaltsangabe

About the Author xiii Preface xv 1 Introduction 1 1.1 The Basics 2 1.2 The
Basic Structural Types 2 1.3 Just How Many Ligands Can Fit around a Metal
Atom? 10 1.4 Mechanism and the Basic Reaction Steps 13 1.5 Catalysis 17
References 19 2 Coupling Reactions 21 2.1 Carbon-Carbon Bond Formation 21
2.2 Lithium and Magnesium: Kumada Coupling 27 2.3 Zinc: The Negishi
Reaction 32 2.4 Aluminium and Zirconium 35 2.5 Tin: The Stille Reaction 37
2.6 Boron: The Suzuki Reaction 46 2.7 Silicon: The Hiyama Reaction 57 2.8
Copper: The Sonogashira Reaction 61 2.9 Other Metals 67 2.10 Homocoupling
67 2.11 Enolate and Phenoxide Coupling 69 2.12 Heteroatom Coupling 70
References 82 3 C-H Activation 89 3.1 Arenes and Heteroarenes 91 3.2
Aldehydes 100 3.3 Borylation and Silylation 102 3.4 Allylic
Functionalization 103 3.5 Unfunctionalized C-H Bonds 105 References 115 4
Carbonylation 117 4.1 Carbonylative Coupling Reactions: Synthesis of
Carbonyl Derivatives 117 4.2 Carbonylative Coupling Reactions: Synthesis of
Carboxylic Acid Derivatives 122 4.3 Carbonylation of Alkenes and Alkynes
127 4.4 Hydroformylation 130 4.5 Stoichiometric Carbonylation Using
Carbonyl Complexes 139 4.6 Carboxylation 146 4.7 Decarbonylation and
Decarboxylation 148 References 150 5 Alkene and Alkyne Insertion Reactions
153 5.1 The Heck Reaction 153 5.2 Insertion Reactions Involving Zirconium
and Titanium 175 References 188 6 Electrophilic Alkene and Alkyne Complexes
191 6.1 Electrophilic Palladium Complexes 191 6.2 Other Metals: Silver,
Gold, Platinum and Rare Earths 210 6.3 Iron 229 6.4 Cobaloxime eta-Cations
235 References 237 7 Reactions of Alkyne Complexes 241 7.1 Alkyne Cobalt
Complexes 241 7.2 Propargyl Cations: The Nicholas Reaction 244 7.3 The
Pauson-Khand Reaction 246 7.4 Synthesis Using Multiple Cobalt Reactions 250
References 251 8 Carbene Complexes 253 8.1 Fischer Carbenes 253 8.2
Vinylidene Complexes 269 8.3 Metathesis Reactions Involving Carbene
Complexes 273 8.4 Carbyne Complexes 310 8.5 Carbene Complexes from Diazo
Compounds 312 References 319 9 eta3- or pi-Allyl Complexes 325 9.1
Stoichiometric Reactions of pi-Allyl Complexes 325 9.2 Catalysis: Mostly
Palladium 328 9.3 Propargyl Compounds 357 References 357 10 Diene, Dienyl
and Arene Complexes 361 10.1 eta4-Diene Complexes 361 10.2 eta5-Dienyl
Complexes 371 10.3 eta6-Arene Complexes 377 10.4 eta²-Arene Complexes 387
References 389 11 Cycloaddition and Cycloisomerization Reactions 391 11.1
Formal Six-Electron, Six-Atom Cycloadditions 391 11.2 Cycloadditions
Involving Fewer than Six Atoms 402 11.3 Cycloadditions Involving More than
Six Atoms 407 11.4 Isomerization 414 11.5 Cycloisomerization and Related
Reactions 415 References 426 Abbreviations 431 Index of Principle
Transition Metal Catalysts and Reagents 433 Index 437