Activation and Functionalization of C-H Bonds explores recent developments in the reaction chemistry of solution-phase transition-metal based systems with simple hydrocarbons and with more complex organic molecules. More than 20 internationally leading research groups contributed to this volume, and their chapters cover such topics as fundamental theoretical and mechanistic studies of C-H bond activation by metal complexes, catalytic systems for alkane functionalization, and new applications in synthetic organic chemistry. An introductory chapter offers an overview of stoichiometric and catalytic reactions of C-H bonds with transition metal complexes. The C-H bond is the most widespread linkage in organic chemistry, present in virtually every organic molecule. Unfortunately, C-H bonds are famously resistant to selective chemical transformations. The development of methods for their selective transformations has enormous potential value in fields ranging from the chemistry of fuels (for example, the conversion of methane to methanol) to the synthesis of the most complex organic molecules.

Preface 1. Organometallic C-H Bond Activation: An Introduction Alan S. Goldman and Karen I. Goldberg Oxidative Addition Reactions 2. C-H Bond Activation by Iridium and Rhodium Complexes: Catalytic Hydrogen-Deuterium Exchange and C-C Bond-Forming Reactions, Steven R. Klei, Kian L. Tan, Jeffrey T. Golden, Cathleen M. Yung, Reema K. Thalji, Kateri A. Ahrendt, Jonathan A. Ellman, T. Don Tilley, and Robert G. Bergman 3. Alkane Complexes as Intermediates in C-H Bond Activation Reactions, William D. Jones, Andrew J. Vetter, Douglas D. Wick, and Todd O. Northcutt 4. C-C versus C-H Bond Oxidative Addition in PCX (X=P,N,O) Ligand Systems: Facility, Mechanism, and Control 5. Kinetic and Equilibrium Deuterium Isotope Effects for C-H Bond Reductive Elimination and Oxidative Addition Reactions Involving the Ansa-Tungstenocene Methyl-Hydride Complex [Me2Si(C2Me4)2]W(Me)H, Kevin E. Janak, David G. Churchill, and Gerard Parkin 6. Alkane C-H Bond Activation by O-Doner Ir Complexes Guarav Bhalla, Xiang Yang Liu, Antek Wong-Foy, C.J. Jones, and Roy A. Periana 7. Lanthanide Complexes: Electronic Structure and H-H, C-H, and Si-H Bond Activation from a DFT Perspective, Lionel Perrin, Laurent Maron, and Odile Eisenstein C-H Bond Activations in Organic Synthesis, Alkane Dehydrogenation, and Related Chemistry 8. Catalytic, Thermal, Regioselective Functionalization of Alkanes and Arenes with Borane Reagents, John F. Hartwig 9. C-H Bond Functionalization in Complex Organic Synthesis, Dalibor Sames 10. Pincer and Chelate NR-Heterocyclic Carbene Complexes of Rh, Ir, and Pd: Synthetic Routes, Dynamics, Catalysis, Abnormal Binding, and Counterion Effects, Anthony R. Chianese and Robert H. Crabtree 11. Sequential Hydrocarbon C-H Bond Actvations by 16-Electron Organometallic Complexes of Molybdenum and Tungsten, Peter Legzdins and Craig B. Pamplin 12. Alkane Transfer-Dehydrogenation Catalyzed by a Pincer-Ligated Iridium Complex, Alan S. Goldman, Kenton B. Renkema, Margaret Czerw, and Karsten Krogh-Jespersen 13. DFT Calculations on the Mechanism of (PCP)Ir-Catalyzed Acceptorless Dehydrogenation of Alkanes: Realistic Computational Models and Free Energy Considerations, Karsten Krogh-Jespersen, Margaret Czerw, and Alan S. Golman 14. Double Cyclometalation: Implications for C-H Oxidative Addition with PCP Pincer Compounds of Iridium Hani A.Y. Mohammad, Jost C. Grimm, Klaus Eichele, Hans-Georg Mack, Bernd Speiser, Filip Novak, William C. Kaska, and Herman A. Mayer Activation of C-H Bonds by Pt(II) (Shilov) Chemistry 15. C-H Bond Activation at Pt(II): A Route to Selective Alkane Oxidation?, Alan F. Heyduk, H. Annita Zhong, Jay A. Labinger, and John E. Bercaw 16. Competitive Trapping of Equilibrating Pt(IV) Hydridoalkyl and Pt(II) Alkane Complexes: A Valuable Tool for the Mechanistic Investigation of C-H Activation Reactions, Mats Tilset, Lars Johansson, Martin Lersch, and Bror J. Wik 17. Mechanisms of Reactions Related to Selective Alkane Oxidation by Pt Complexes, Jennifer L. Look, Ulrich Fekl, and Karen I. Goldberg 18. Hydrocarbon C-H Bond Activation with Tp'Pt Complexes, Cynthia M. Norris and Joseph L. Templeton 19. C-H Bond Activation with Neutral Platinum Methyl Complexes, Carl N. Iverson, Charles A.G. Carter, John D. Scollard, Melanie A. Pribisko, Kevin D. John, Brian L. Scott, R. Tom Baker, John E. Bercaw, and Jay A. Labinger 20. Issues Relevant to C-H Activation at Platinum(II): Comparative Studies between Cationic, Zwitterionic, and Neutral Platinum(II) Compounds in Benzene Solution, Jonal C. Peters, J. Christopher Thomas, Christine M. Thomas, and Theodore A. Betley Oxidations 21. Non-Organometallic Mechanisms for C-H Bond Oxidation: Hydrogen Atom versus Electron versus Hydride Transfer, James M. Mayer, Anna S. Larsen, Jasmine R. Bryant, Kun Wang, Mark Lockwood, Gordon Rice, and Tae-Jin Won 22. Oxidation of Organic Molecules with Molecular Oxygen Catalyzed by Herometallic Complexes, Patricia A. Shapley 23. Catalytic Hydrocarbon Oxidations Involving Coreductants, Joseph E. Remias and Ayusman Sen 24. New Applications of Electrophilic Aromatic C-H Activation with Metal Trifluoroacetates, Vladimir V. Grushin, David L. Thorn, William J. Marshall, and Viacheslav A. Petrov 25. Reengineering of Organic-Based Metal Active Sites for Oxidations and Oxygenations, Sergiu M. Gorun Author Index Subject Index