Olefin Metathesis and Metathesis Polymerization

Other | January 1, 1997

byIvin, K. J., K. J. Ivin

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This book is a follow-up to IvinsOlefin Metathesis, (Academic Press, 1983). Bringing the standard text in the field up to date, this Second Edition is a result of rapid growth in the field, sparked by the discovery of numerous well-defined metal carbene complexes that can act as very efficient initiators of all types of olefin metathesis reaction, including ring-closing metathesis of acyclic dienes, enynes, and dienynes; ring-opening metathesis polymerizationof cycloalkenes, acyclic diene metathesis polymerization; and polymerization of alkynes, as well as simple olefin metathesis.
Olefin Metathesis and Metathesis Polymerizationprovides a broad, up-to-date account of the subject from its beginnings in 1957 to the latest applications in organic synthesis. The book follows the same format as the original, making it useful toteachers and to researchers, and will be of particular interest to those working in the fields of organic chemistry, polymer chemistry, organometallic chemistry, catalysis, materials science and chemical engineering.

Key Features
* Discusses different classes of olefin metathesis and the choice of reaction conditions and catalyst
* Considers commercial processes with examples from existing and new technologies
* Provides a complete overview of the subject from its beginning to the present day

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From the Publisher

This book is a follow-up to IvinsOlefin Metathesis, (Academic Press, 1983). Bringing the standard text in the field up to date, this Second Edition is a result of rapid growth in the field, sparked by the discovery of numerous well-defined metal carbene complexes that can act as very efficient initiators of all types of olefin metathes...

J.C. Mol graduated as a chemical engineer from the Technical University of Delft, The Netherlands, in 1964. He obtained his Ph.D. in chemistry from the University of Amsterdam in 1971 where he presently heads a research group working on heterogeneous catalysis, particularly in the field of olefin metathesis.

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Format:OtherDimensions:496 pages, 1 × 1 × 1 inPublished:January 1, 1997Publisher:Academic PressLanguage:English

The following ISBNs are associated with this title:

ISBN - 10:0080537979

ISBN - 13:9780080537979

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Table of Contents

Preface. Abbreviations.Introduction:The Olefin Metathesis Reaction. Brief History. The Metal Carbene Mechanism. Equilibria and Stereoselectivity.Survey of Catalyst Systems:Group IV. Group V. GroupVI. Group VII. Group VIII. Photochemically Activated Catalysts.The Metal Carbene/Metallacyclobutane Mechanism:Evidence from Cross-Metathesis Reactions. Evidence from the Stereochemistry of Metathesis of Internal Olefins. Evidence from Ring-Opening Metathesis Polymerization (ROMP). Evidence from the reactions of Well-Defined Metal Carbene Complexes. Evidence from the Reactions of Metallacyclobutane Complexes. Evidence of Initiating Species in Systems with Non-Carbene Catalysts. Theoretical Treatments.Related Reactions:[2+2] Reactions Between Compounds Containing Multiple Bonds. Relationship to Ziegler-Natta Polymerization. Involvement of Three-Membered Ring Compounds in Metathesis Reactions.Ethene and Terminal Alkenes:Ethene. Propene. But-1-ene and its Derivatives. Pent-1-ene and its Derivatives. Hex-1-ene and its Derivatives. Higher Acyclic Terminal Alkenes.Acyclic Disubstituted and Trisubstituted Ethenes. Cis/transIsomerization. Pent-2-ene and 4-Substituted Derivatives. Hex-2-ene and 4-Methylhex-2-ene.Hept-2-ene and Hept-3-ene. Higher Acyclic Internal Olefins. Stereoselectivity in the Metathesis of Acyclic Olefins. 1,1-Disubstituted Olefins. Trisubstituted Ethenes.Acyclic Functionalized Alkenes:Esters. Other Carbonyl-Containing Compounds. Ethers. Amines. Nitriles. Chlorides and Bromides. Sulfides and Sulfonates. Silancs and Germanes. Phospanes.Acyclic Dienes:Double Bonds Linked only by C Atoms. Double Bonds Linked by C and Si, Ge orSn Atoms. Double Bonds Linked by C and N Atoms. Double Bonds Linked by C, Si, and O Atoms. Divinylferrocene. Some Further Applications in Organic Synthesis. Copolymers by Metathesis Condensation.Cross-Metathesis Between Acyclic Compounds:Ethene.Propene. Butenes. Pentenes. Hexenes. Higher Olefins. Functionalized Olefins.Acetylenes:Metathesis Reactions Involving Total Cleavage of the C=C bond. Metathesis Reactions Involving Cleavage of Two of the thress C=C Bonds. Metathesis Reactions of Enynes and Dienynes. Other Metathesis Routes to Polyacetylenes.Ring-Opening Metathesis Polymerization: General Aspects:Thermodynamic Aspects. Efficiency of Initiation. The Use of Chain-Transfer Agents. Molecular Weight Distributions. Polymer Micostructure.Monocyclic Alkenes and Polyenes:Four-Membered Rings. Five-Membered Rings. Six-Membered Rings. Seven-Membered Rings. Eight-Membered Rings. Nine-Membered Rings. Ten-Membered Rings. Twelve-Membered and Other Rings.Polycyclic Alkenes:Monomers Containing a Fused Cyclobutene Ring. Monomers Containing a Fused Cyclopentene Ring and One Double Bond. Monomers Containing a Fused Cyclopentene Ring and More than One Double Bond. Bicyclo[2.2.1] Compounds Containing Heteroatoms in the Ring System. Other Bicyclic Compounds.Copolymers of Cycloalkenes:Direct Metathesis Copolymerization. Cyclic Co-Oligomers. Block Copolymers by Sequential Addition of Monomers to Living Systems. Block Copolymers by Modification of Homopolymers. Comb and GraftCopolymers. Copolymers by ROMP in Conjunction with Radical Reactions.Cross-Metathesis Between Cyclic and Acyclic Olefins:End-Groups and Telomers. Dependence of Molecular Weight on [M<->2]/[M<->1]. Kinetic Data.Degradation of UnsaturatedPolymers by Metathesis:Degradation by Intramolecular Metathesis.Applications of the Olefin Metathesis Reaction:The Phillips Triolefin Process. The Neohexene Process. The Shell Higher Olefins Process. Other Multistage Processes Involving Metathesis. The Isoamylene Process. (Circle around alpha and omega) ((-Diolefins.trans-Poly(1-Pentenylene).trans-Poly(1-octenylene). Polymers of Norhornene. Polymers of Norbornene Derivatives. Miscellaneous. Bibliography. Subject Index.