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Handbook of Metathesis, Three Volume Set

Robert H. Grubbs

Hardcover, 1204 Pages, 3 Volumes
First Edition, October 2003
ISBN: 3-527-30616-1
Wiley-VCH

Description

There is probably no name more closely linked to metathesis than that of Robert H. Grubbs of the California Institute of Technology. His pioneering work has led to the success of this important and fascinating reaction and in this comprehensive three-volume work he presents all its important aspects.

- The standard work on the topic
- The team of authors reads like a "Who's who" of metathesis
- Clearly divided into catalyst developments, organic synthesis applications and polymer synthesis
- A must-have for every organic and polymer chemist

Editorial Review

"Handbook of Metathesis" is an unbelievable collection of articles to the topic metathesis in three volumes.

The volumes 1-3 contain contributions of Richard Schrock, Amir H. Hoveyda, Siegfried Blechert, Alois Fuerstner and other pioneers, which underlines clearly the importance of this work and above all the significance of its editor Robert H. Grubbs.

Nobody would have thought before 50 years that the reaction would belong once to the standard repertoire of the organic chemist. But within two decades a rapid development of catalysts began - the driving force was considerably the group around Robert Grubbs. The intensive phase, in whose ruthenium catalysts were developed at Calltech, is described in the first volume in a familiar style. Beside the chapters about characteristics of the different catalyst types and their synthesis, I call the chapter "The Discovery and Development of Well-Defined, Ruthenium-Based Olefin Metathesis Catalysts" an absolute highlight for the aforementioned reasons.

The second book dedicates itself above all to the ring closing reactions and points out the variety of possibilities, which are no more longer limited to the metathesis of terminal double bonds. Current examples of alkene-alkyne metathesis as well as alkyne-alkyne metathesis and domino metathesis show the unbelievable variety of possibilities, from which research and development can select today. The cross metathesis - in former times due to the reduced E/Z selectivity and the statistic product distribution rather a stepchild - evolved more and more to an useful method. Some very interesting conversions are also summarized in volume 2. An alternative offers the alkyne metathesis followed by a hydrogenation with a Lindlar catalyst. Who worked through the second volume, will maybe be capable of developing many further ideas. Chapters like "The Use of Olefin Metathesis in Combinatorial Chemistry", "Applications of Ring Closing Metathesis to Alkaloid Synthesis" and "Olefin Metathesis Strategies in the Synthesis of Biologically Relevant Molecules" are absolutely worth reading.

Volume 3 may seem a little bit strange to organic chemists. However "Volume 3
Applications in Polymer Synthesis" combines the industrially significant metathesis reactions for the production of polymers.

All three volumes create a final overview of the topic "Metathesis". In my opinion, the meaning of this kind of reaction still will increase and the acquisition of the books is not only worth for working groups, which are concerning with metathesis. The multiplicity of examples from the current literature with applications from total synthesis and medical chemistry are a rich source for every chemist.

Contents

Foreword
CATALYST DEVELOPMENTS
Introduction
The Role of the "Tebbe Complex" in Olefin Metathesis
The Discovery and Development of High Oxidation State Mo and W Imido Alkylidene Complexes for Alkene Metathesis
From ill-defined to well-defined W alkylidene complexes
Discovery of Well-defined Ruthenium Olefin Metathesis Catalysts
Synthesis of Ruthenium Carbene Complexes
Synthesis of Rhodium and Ruthenium Carbene Complexes with a 16-Electron Count
Mechanism of Ruthenium-Catalyzed Olefin Metathesis Reactions
Intrinsic Reactivity of Ruthenium Carbenes
The Discovery and Development of High Oxidation State Alkylidyne Complexes for Alkyne Metathesis
Well-defined Metallocarbenes and Metallocarbynes Supported on Oxide Support prepared via Surface organometallic chemistry
APPLICATIONS IN ORGANIC SYNTHESIS
Introduction
General Ring-Closing Metathesis
Catalytic Asymmetric Olefin Metathesis
Tandem RCM
Ene-Yne Metathesis
Ring Opening Cross Metathesis
Ring Expansion Metathesis Reactions
Olefin Cross-Metathesis
The Olefin Metathesis Reaction in Complex Molecule Construction
Applications of Ring Closing Metathesis to Alkaloid Synthesis
Radicicol and the Epothilones: Total Synthesis of Novel Anti Cancer Agents Using Ring Closing Metathesis
The Use of Olefin Metathesis in Combinatorial Chemistry: Supported and Chromatography-Free Syntheses
Metal-Catalyzed Olefin Metathesis in Metal Coordination Spheres
Alkyne Metathesis
Metathesis of silicon-containing olefins
Commercial Applications of Ruthenium Metathesis Processes
POLYMER SYNTHESIS
Introduction
Living Ring-Opening Olefin Metathesis Polymerization
Synthesis of Copolymers
Conjugated polymers
Stereochemistry of ROMP
Syntheses and Applications of Bioactive Polymers Generated by the Ring-Opening Metathesis Polymerization (ROMP)
Metathesis Polymerization: A Versatile Tool for the Synthesis of Surface-Functionalized Supports and Monolithic Materials
Telechelic Polymers from Olefin Metathesis Methodologies
ADMET Polymerization
Acyclic Diyne Metathesis Utilizing in Situ Transition Metal Catalysts: An Efficient Access to Alkyne-Bridged Polymers
Polymerization of Substituted Acetylenes
Commercial Applications