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The Chemistry of Organolithium Compounds
- 1st Edition - January 1, 1974
- Author: B. J. Wakefield
- Language: English
- Hardback ISBN:9 7 8 - 0 - 0 8 - 0 1 7 6 4 0 - 6
- Paperback ISBN:9 7 8 - 1 - 4 8 3 2 - 3 3 8 0 - 2
- eBook ISBN:9 7 8 - 1 - 4 8 3 2 - 7 8 7 0 - 4
The Chemistry of Organolithium Compounds is a comprehensive review of the status of organolithium compound chemistry. This book is composed of four parts and nineteen chapters that… Read more
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Request a sales quoteThe Chemistry of Organolithium Compounds is a comprehensive review of the status of organolithium compound chemistry. This book is composed of four parts and nineteen chapters that particularly describe the reactions involving these compounds The first part highlights the constitution of organolithium compounds, specifically in the absence and presence of electron donors, as well as the configurational stability of these compounds. The second part deals with their preparation from organic halides and lithium metal involving metallation and metal-halogen exchange, while the third part focuses on their organic synthesis. The fourth part considers the synthesis of organometallic compound derivatives from main group and transition metals. This book will prove useful to organic chemists and organic chemistry researchers.
Preface
Abbreviations
Part I. The Constitution of Organolithium Compounds
1. The Constitution of Organolithium Compounds
1.1. Constitution in the Absence of Electron Donors
1.2. Constitution in the Presence of Electron Donors
1.3. Structure of Benzylic and Ally Lie Organolithium Compounds
1.4. Configurational Stability of Organolithium Compounds
1.5. Effect of Structure and Coordination On Reactivity
References for Part I
Part II. The Preparation of Organolithium Compounds
2. Preparation from Organic Halides and Lithium Metal
3. Preparation by Metallation
3.1. Metallation of Hydrocarbon Acids
3.2. Metallation of "Active Methylene" Groups ("α-Metallation")
3.3. Metallation of Substituted Aromatic Compounds
3.4. Metallation of Heterocyclic Aromatic Compounds
3.5. Metallation of Metallocenes, Carboranes and Related Compounds
4. Preparation by Metal-Halogen Exchange
4.1. Preparation of Aryl-Lithium Compounds by Metal-Halogen Exchange
4.2. Preparation of Heterocyclic Aromatic Lithium Compounds by Metal-Halogen Exchange
4.3. Preparation of Alkyl- and Alkenyl-Lithium Compounds by Compounds by Metal-Halogen Exchange
5. Miscellaneous Methods for Preparing Organolithium Compounds
5.7. Transmetallation
5.2. One-Electron Transfers from Lithium Metal
5.3. Other Methods of Preparation
6. Detection and Estimation of Organolithium Compounds
6.1. Detection
6.2. Estimation
References for Part II
Part III. Organolithium Compounds in Organic Synthesis
7. Addition of Organolithium Compounds to Carbon-Carbon Multiple Bonds
7.1. Addition to Unconjugated Carbon-Carbon Multiple Bonds
7.2. Addition to Conjugated Carbon-Carbon Multiple Bonds
7.3. Polymerisation Initiated by Organolithium Compounds
7.4. Addition to Aromatic Rings
8. Addition of Organolithium Compounds to Carbon-Nitrogen Multiple Bonds
8.1. Addition to Imines
8.2. Addition to Nitrogen Heterocyclic Aromatic Compounds
8.3. Addition to Nitriles and Isonitriles
9. Addition of Organolithium Compounds to Carbon-Oxygen and Carbon-Sulphur Multiple Bonds
9.1. Addition to Free and Coordinated Carbon Monoxide
9.2. Addition to Carbon Dioxide and Metal Carboxylates
9.3. Addition to Isocyanates, Isothiocyanates and Ketens
9.4. Addition to Aldehydes and Ketones
9.5. Addition to Acyl Derivatives
10. Alkylation With Organolithium Compounds
10.1. Alkylation of Organic Halides
10.2. Displacement of Groups Other than Halogen
11. Protonation of Organolithium Compounds
11.1. Mechanism of Protonation of Organolithium Compounds
11.2. Synthesis of Lithium Alkoxides and Amides
11.3. Indirect Reduction of Organic Halides
11.4. Hydrogen Isotopic Labelling via Organolithium Compounds
12. Organolithium Compounds as Precursors for Reactive Intermediates
12.1. Carbenes
12.2. Arynes
12.3. Cycloalkynes and Cycloallenes
12.4. Ylides
13. Reactions of Organolithium Compounds With Non-Metallic Elements
13.1. Hydrogen
13.2. Oxygen
13.3. Sulphur, Selenium and Tellurium
13.4. Halogens
14. Cleavage of Ethers and Related Compounds by Organolithium Compounds
14.1. Acyclic Ethers and Cyclic Ethers with Five-Membered Or Larger Rings
14 2. Epoxides and Episulphides
14.3. Oxetans and Thietans
14.4. Acetals and Related Compounds
15. Pyrolysis, Photolysis, Rearrangement and Ring-Opening of Organolithium Compounds
15.1. Pyrolysis
15.2. Photolysis
15.3. Rearrangement
15.4. Ring-Opening
16. Miscellaneous Reactions of Organolithium Compounds
References for Part III
Part IV. Organolithium Compounds in Organometallic Synthesis
17. Synthesis of Derivatives of Main Group Metals
17.1. General Principles
17.2. Group I
17.3. Group II
17.4. Group III
17.5. Group IV
17.6. Group V
17.7. Selenium and Tellurium
18. Synthesis of Derivatives of Transition Metals
18.1. Group IB
18.2. Group IIIA
18.3. Group IVA
18.4. Group VA
18.5. Group VIA
18.6. Group VIIA
18.7. Group VIII
19. Organometallic Compounds Containing Lithium-Metal Bonds
19.1. Group IV metal Compounds
19.2. Group V metal Compounds
19.3. Group VI: Selenyl- and Telluryl-Lithium Compounds (Lithium Selenides and Tellurides)
References for Part IV
Index
- No. of pages: 348
- Language: English
- Edition: 1
- Published: January 1, 1974
- Imprint: Pergamon
- Hardback ISBN: 9780080176406
- Paperback ISBN: 9781483233802
- eBook ISBN: 9781483278704
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