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Activation and Functionalization of C-H Bonds : ACS Symposium Series - Karen I. Goldberg

Activation and Functionalization of C-H Bonds

ACS Symposium Series

By: Karen I. Goldberg (Editor), Alan S. Goldman (Editor)

Hardcover Published: 15th September 2004
ISBN: 9780841238497
Number Of Pages: 456

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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: 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: C-H Bond Activation by Iridium and Rhodium Complexes: Catalytic Hydrogen-Deuterium Exchange and C-C Bond-Forming Reactions 3: William D. Jones, Andrew J. Vetter, Douglas D. Wick, and Todd O. Northcutt: Alkane Complexes as Intermediates in C-H Bond Activation Reactions 4: C-C versus C-H Bond Oxidative Addition in PCX (X=P,N,O) Ligand Systems: Facility, Mechanism, and Control 5: Kevin E. Janak, David G. Churchill, and Gerard Parkin: 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 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: Lionel Perrin, Laurent Maron, and Odile Eisenstein: Lanthanide Complexes: Electronic Structure and H-H, C-H, and Si-H Bond Activation from a DFT Perspective C-H Bond Activations in Organic Synthesis, Alkane Dehydrogenation, and Related Chemistry 8: John F. Hartwig: Catalytic, Thermal, Regioselective Functionalization of Alkanes and Arenes with Borane Reagents 9: Dalibor Sames: C-H Bond Functionalization in Complex Organic Synthesis 10: Anthony R. Chianese and Robert H. Crabtree: Pincer and Chelate NR-Heterocyclic Carbene Complexes of Rh, Ir, and Pd: Synthetic Routes, Dynamics, Catalysis, Abnormal Binding, and Counterion Effects 11: Peter Legzdins and Craig B. Pamplin: Sequential Hydrocarbon C-H Bond Actvations by 16-Electron Organometallic Complexes of Molybdenum and Tungsten 12: Alan S. Goldman, Kenton B. Renkema, Margaret Czerw, and Karsten Krogh-Jespersen: Alkane Transfer-Dehydrogenation Catalyzed by a Pincer-Ligated Iridium Complex 13: Karsten Krogh-Jespersen, Margaret Czerw, and Alan S. Golman: DFT Calculations on the Mechanism of (PCP)Ir-Catalyzed Acceptorless Dehydrogenation of Alkanes: Realistic Computational Models and Free Energy Considerations 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: Alan F. Heyduk, H. Annita Zhong, Jay A. Labinger, and John E. Bercaw: C-H Bond Activation at Pt(II): A Route to Selective Alkane Oxidation? 16: Mats Tilset, Lars Johansson, Martin Lersch, and Bror J. Wik: Competitive Trapping of Equilibrating Pt(IV) Hydridoalkyl and Pt(II) Alkane Complexes: A Valuable Tool for the Mechanistic Investigation of C-H Activation Reactions 17: Jennifer L. Look, Ulrich Fekl, and Karen I. Goldberg: Mechanisms of Reactions Related to Selective Alkane Oxidation by Pt Complexes 18: Cynthia M. Norris and Joseph L. Templeton: Hydrocarbon C-H Bond Activation with Tp'Pt Complexes 19: 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: C-H Bond Activation with Neutral Platinum Methyl Complexes 20: Jonal C. Peters, J. Christopher Thomas, Christine M. Thomas, and Theodore A. Betley: Issues Relevant to C-H Activation at Platinum(II): Comparative Studies between Cationic, Zwitterionic, and Neutral Platinum(II) Compounds in Benzene Solution Oxidations 21: James M. Mayer, Anna S. Larsen, Jasmine R. Bryant, Kun Wang, Mark Lockwood, Gordon Rice, and Tae-Jin Won: Non-Organometallic Mechanisms for C-H Bond Oxidation: Hydrogen Atom versus Electron versus Hydride Transfer 22: Patricia A. Shapley: Oxidation of Organic Molecules with Molecular Oxygen Catalyzed by Herometallic Complexes 23: Joseph E. Remias and Ayusman Sen: Catalytic Hydrocarbon Oxidations Involving Coreductants 24: Vladimir V. Grushin, David L. Thorn, William J. Marshall, and Viacheslav A. Petrov: New Applications of Electrophilic Aromatic C-H Activation with Metal Trifluoroacetates 25: Sergiu M. Gorun: Reengineering of Organic-Based Metal Active Sites for Oxidations and Oxygenations Author Index Subject Index

ISBN: 9780841238497
ISBN-10: 0841238499
Series: ACS Symposium Series
Audience: Professional
Format: Hardcover
Language: English
Number Of Pages: 456
Published: 15th September 2004
Publisher: Oxford University Press Inc
Country of Publication: US
Dimensions (cm): 23.5 x 15.5  x 2.0
Weight (kg): 0.67

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