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This is a complete examination of the theory and methods of modern olefin metathesis, one of the most widely used chemical reactions in research and industry. * Provides basic information for non-specialists, while also explaining the latest trends and advancements in the field to experts * Discusses the various types of metathesis reactions, including CM, RCM, enyne metathesis, ROMP, and tandem processes, as well as their common applications * Outlines the tools of the trade--from the important classes of active metal complexes to optimal reaction conditions--and suggests practical solutions…mehr
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- Produktdetails
- Verlag: John Wiley & Sons
- Seitenzahl: 608
- Erscheinungstermin: 7. April 2014
- Englisch
- ISBN-13: 9781118711705
- Artikelnr.: 40781606
- Verlag: John Wiley & Sons
- Seitenzahl: 608
- Erscheinungstermin: 7. April 2014
- Englisch
- ISBN-13: 9781118711705
- Artikelnr.: 40781606
CONTRIBUTORS xi
PART I APPLICATIONS OF OLEFIN METATHESIS REACTIONS 1
Section I INTRODUCTION 3
1 Olefin Metathesis Reactions: From a Historical Account toRecent Trends 5
Didier Astruc
Section II TYPES OF OLEFIN METATHESIS REACTIONS 37
2 Cross Metathesis 39
Karolina Zukowska and Karol Grela
3 Ring-Closing Metathesis 85
Bianca J. van Lierop, Justin A. M. Lummiss, and Deryn E.Fogg
4 Ene-Yne Metathesis 153
Steven T. Diver and Justin R. Griffiths
5 Domino and Other Olefin Metathesis Reaction Sequences187
Bernd Schmidt and Stefan Krehl
6 Enantioselective Olefin Metathesis 233
Brice Stenne and Shawn K. Collins
7 Olefin Metathesis Polymerization 269
Astrid-Caroline Knall and Christian Slugovc
Section III APPLICATIONS OF OLEFIN METATHESIS REACTIONS285
8 Applications in the Synthesis of Natural and BiologicallyActive Molecules 287
Janine Cossy
9 Multifold Ring-Closing Olefin Metatheses in Syntheses ofOrganometallic Molecules with Unusual Connectivities 311
Tobias Fiedler and John A. Gladysz
10 Industrial Applications of Olefin Metathesis Polymerization329
Christian Slugovc
11 Commercial Potential of Olefin Metathesis of RenewableFeedstocks 335
Andrew Nickel and Richard L. Pederson
12 Challenges and Opportunities for Scaling the Ring-ClosingMetathesis Reaction in the Pharmaceutical Industry 349
Keith R. Fandrick, Jolaine Savoie, Nathan Yee, Jinhua J. Song,and Chris H. Senanayake
PART II DEVELOPMENT OF THE TOOLS 367
Section IV DIFFERENT CLASSES OF OLEFIN METATHESIS CATALYSTS369
13 Well-Defined Olefin Metathesis Catalysts Based on Metals ofGroup 4-7 371
Cezary Pietraszuk
14 Ruthenium-Benzylidene Olefin Metathesis Catalysts 397
Georgios C. Vougioukalakis
15 Ruthenium-Indenylidene and Other Alkylidene Containing OlefinMetathesis Catalysts 417
César A. Urbina-Blanco, Stefano Guidone, Steven P. Nolan,and Catherine S. J. Cazin
16 Hoveyda-Type Olefin Metathesis Complexes 437
Yakov Ginzburg and N. Gabriel Lemcoff
17 Schiff Base Catalysts and Other Related Latent Systems forPolymerization Reactions 453
Yohann Morin and Régis M. Gauvin
Section V DEVELOPMENT OF CONCEPTS IN OLEFIN METATHESISCATALYSTS 473
18 Novel Concepts in Catalyst Design--a Case Study ofDevelopment of Hoveyda-Type Complexes 475
Micha³ Barbasiewicz
19 Theoretical Attempts: "In Silico OlefinMetathesis"--How Can Computers Help in the Understandingof Metathesis Mechanisms and in Catalysts Development? 483
Albert Poater, Laura Falivene, and Luigi Cavallo
20 Immobilization of Olefin Metathesis Catalysts 495
Michael R. Buchmeiser
21 Olefin Metathesis inWater and Aqueous Media 515
Bruce H. Lipshutz and Subir Ghorai
22 Olefin Metathesis in Green Organic Solvents and WithoutSolvent 523
Christian Bruneau and Cédric Fischmeister
23 Olefin Metathesis in Fluorous Phases and in FluorinatedAromatic Solvents 537
Cezary Samoj³owicz, Anna Kajetanowicz, and KarolGrela
24 Olefin Metathesis in Ionic Liquids 547
Pierre Queval, Mathieu Rouen, Annie-Claude Gaumont, IsabelleDez, Olivier Baslé, and Marc Mauduit
25 Purification Strategies in Olefin Metathesis 559
Krzysztof Skowerski and £ukasz Gu³ajski
PART III TABLES AND CHARTS 573
Section VI OLEFIN METATHESIS CATALYSTS--A TABULAR REVIEW575
£ukasz Wo´zniak, Grzegorz Zieli´nski, andKarol Grela
Outlook and Perspectives 587
INDEX 589
CONTRIBUTORS xi
PART I APPLICATIONS OF OLEFIN METATHESIS REACTIONS 1
Section I INTRODUCTION 3
1 Olefin Metathesis Reactions: From a Historical Account toRecent Trends 5
Didier Astruc
Section II TYPES OF OLEFIN METATHESIS REACTIONS 37
2 Cross Metathesis 39
Karolina Zukowska and Karol Grela
3 Ring-Closing Metathesis 85
Bianca J. van Lierop, Justin A. M. Lummiss, and Deryn E.Fogg
4 Ene-Yne Metathesis 153
Steven T. Diver and Justin R. Griffiths
5 Domino and Other Olefin Metathesis Reaction Sequences187
Bernd Schmidt and Stefan Krehl
6 Enantioselective Olefin Metathesis 233
Brice Stenne and Shawn K. Collins
7 Olefin Metathesis Polymerization 269
Astrid-Caroline Knall and Christian Slugovc
Section III APPLICATIONS OF OLEFIN METATHESIS REACTIONS285
8 Applications in the Synthesis of Natural and BiologicallyActive Molecules 287
Janine Cossy
9 Multifold Ring-Closing Olefin Metatheses in Syntheses ofOrganometallic Molecules with Unusual Connectivities 311
Tobias Fiedler and John A. Gladysz
10 Industrial Applications of Olefin Metathesis Polymerization329
Christian Slugovc
11 Commercial Potential of Olefin Metathesis of RenewableFeedstocks 335
Andrew Nickel and Richard L. Pederson
12 Challenges and Opportunities for Scaling the Ring-ClosingMetathesis Reaction in the Pharmaceutical Industry 349
Keith R. Fandrick, Jolaine Savoie, Nathan Yee, Jinhua J. Song,and Chris H. Senanayake
PART II DEVELOPMENT OF THE TOOLS 367
Section IV DIFFERENT CLASSES OF OLEFIN METATHESIS CATALYSTS369
13 Well-Defined Olefin Metathesis Catalysts Based on Metals ofGroup 4-7 371
Cezary Pietraszuk
14 Ruthenium-Benzylidene Olefin Metathesis Catalysts 397
Georgios C. Vougioukalakis
15 Ruthenium-Indenylidene and Other Alkylidene Containing OlefinMetathesis Catalysts 417
César A. Urbina-Blanco, Stefano Guidone, Steven P. Nolan,and Catherine S. J. Cazin
16 Hoveyda-Type Olefin Metathesis Complexes 437
Yakov Ginzburg and N. Gabriel Lemcoff
17 Schiff Base Catalysts and Other Related Latent Systems forPolymerization Reactions 453
Yohann Morin and Régis M. Gauvin
Section V DEVELOPMENT OF CONCEPTS IN OLEFIN METATHESISCATALYSTS 473
18 Novel Concepts in Catalyst Design--a Case Study ofDevelopment of Hoveyda-Type Complexes 475
Micha³ Barbasiewicz
19 Theoretical Attempts: "In Silico OlefinMetathesis"--How Can Computers Help in the Understandingof Metathesis Mechanisms and in Catalysts Development? 483
Albert Poater, Laura Falivene, and Luigi Cavallo
20 Immobilization of Olefin Metathesis Catalysts 495
Michael R. Buchmeiser
21 Olefin Metathesis inWater and Aqueous Media 515
Bruce H. Lipshutz and Subir Ghorai
22 Olefin Metathesis in Green Organic Solvents and WithoutSolvent 523
Christian Bruneau and Cédric Fischmeister
23 Olefin Metathesis in Fluorous Phases and in FluorinatedAromatic Solvents 537
Cezary Samoj³owicz, Anna Kajetanowicz, and KarolGrela
24 Olefin Metathesis in Ionic Liquids 547
Pierre Queval, Mathieu Rouen, Annie-Claude Gaumont, IsabelleDez, Olivier Baslé, and Marc Mauduit
25 Purification Strategies in Olefin Metathesis 559
Krzysztof Skowerski and £ukasz Gu³ajski
PART III TABLES AND CHARTS 573
Section VI OLEFIN METATHESIS CATALYSTS--A TABULAR REVIEW575
£ukasz Wo´zniak, Grzegorz Zieli´nski, andKarol Grela
Outlook and Perspectives 587
INDEX 589