ISBN-10:
0195330994
ISBN-13:
9780195330991
Pub. Date:
10/26/2009
Publisher:
Oxford University Press, USA
Organometallic Chemistry / Edition 2

Organometallic Chemistry / Edition 2

by Gary O. Spessard, Gary L. Miessler
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Overview

Designed with the needs of both undergraduate and graduate students in mind, Organometallic Chemistry, Second Edition, covers the fundamentals of organometallic chemistry by presenting seminal experiments, analyzing real data, and offering the most comprehensive problem sets available.

features

Numerous in-chapter worked examples and expansive end-of-chapter problem sets cover a wide spectrum of difficulty, ranging from basic practice problems to more advanced analytical ones; many of these are directly referenced to the current chemical literature.

An experimental approach that not only teaches students what is now known about organometallic chemistry, but also how we know what we know

Real-world applications that engage students and reveal the relevance of organometallic chemistry to the world of industry

Product Details

ISBN-13: 9780195330991
Publisher: Oxford University Press, USA
Publication date: 10/26/2009
Edition description: Older Edition
Pages: 752
Product dimensions: 7.70(w) x 9.30(h) x 1.20(d)

About the Author

Gary O. Spessard is Emeritus Professor of Chemistry at St. Olaf College. His areas of expertise include organic chemistry, green chemistry, and the synthesis and biosynthesis of natural products.

Gary L. Miessler is Professor of Chemistry at St. Olaf College. His areas of expertise include inorganic chemistry, organometallic synthesis, and the photochemistry of transition metal complexes.

Table of Contents

Figures xi

Preface xvii

Chapter 1 An Overview of Organometallic Chemistry

1-1 Striking Difference 1

1-2 Historical Background 4

Chapter 2 Fundamentals of Structure and Bonding 13

2-1 Atomic Orbitals 13

2-2 Molecular Orbitals 21

2-3 Computational Organometallic Chemistry 42

Chapter 3 The 18-Electron Rule 53

3-1 Counting Electrons 53

3-2 Why 18 Electrons? 60

3-3 Square Planar Complexes 69

Chapter 4 The Carbonyl Ligand 75

4-1 Bonding 75

4-2 Binary Carbonyl Complexes 83

4-3 Oxygen-Bonded Carbonyls 86

4-4 Ligands Similar to CO 87

4-5 IR Spectra 92

4-6 Main Group Parallels with Binary Carbonyl Complexes 96

Chapter 5 Pi Ligands 103

5-1 Linear Pi Systems 103

5-2 Cyclic ? Systems 107

5-3 Nuclear Magnetic Resonance Spectra of Organometallic Compounds 127

Chapter 6 Other Important Ligands 136

6-1 Complexes Containing M-C, M=C, and M=C Bonds 136

6-2 Hydride and Dihydrogen Complexes 152

6-3 Phosphines and Related Ligands 155

6-4 Fullerene Ligands 160

6-5 Mass Spectra 165

Chapter 7 Organometallic Reactions I: Reactions That Occur at the Metal 176

7-1 Ligand Substitution 178

7-2 Oxidative Addition 202

7-3 Reductive Elimination 226

Chapter 8 Organometallic Reactions II: Reactions Involving Modification of Ligands 244

8-1 Insertion and Deinsertion 244

8-2 Nucleophilic Addition to the Ligand 267

8-3 Nucleophilic Abstraction 285

8-4 Electrophilic Reactions 289

Chapter 9 Homogeneous Catalysis: The Use of Transition Metal Complexes in Catalytic Cycles 311

9-1 Fundamental Concepts of Homogeneous Catalysis 312

9-2 The Hydroformylation Reaction 322

9-3 The Wacker-Smidt Synthesis of Acetaldehyde 340

9-4 Hydrogenation350

9-5 Carbonylation of Methanol 361

9-6 Hydrocyanation 367

9-7 Specialty Chemicals 375

Chapter 10 Transition Metal-Carbene and-Carbyne Complexes: Structure, Preparation, and Chemistry 393

10-1 Structure of Metal Carbenes 394

10-2 Synthesis of Metal Carbene Complexes 407

10-3 Reactions of Metal-Carbene Complexes 419

10-4 Metal-Carbyne Complexes 439

Chapter 11 sMetathesis and Polymerization Reactions 456

11-1 π Bond Metathesis 456

11-2 Alkyne Metathesis 486

11-3 Ziegler-Natta and Related Polymerizations of Alkenes 492

11-4 σ Bond Metathesis 507

Chapter 12 Applications of Organometallic Chemistry to Organic Synthesis 522

12-1 Enantioselective Functional Group Interconversions 524

12-2 Carbon-Carbon Bond Formation via Nucleophilic Attack on an η3-π Ligand: The Tsuji-Trost Reaction 555

12-3 Carbon-Carbon Bond Formation via Carbonyl and Alkene Insertion 567

12-4 Carbon-Carbon Bond Formation via Transmetalation Reactions (Cross-Coupling Reactions) 584

12-5 Carbon-Carbon Bond Formation through Cyclization Reactions 613

Chapter 13 Isolobal Groups and Cluster Compounds 640

13-1 The Isolobal Analogy 640

13-2 Cluster Compounds 650

Appendix A List of Abbreviations A-1

Appendix B Answers to Exercises A-5

Index I-1

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