MODERN ORGANONICKEL CHEMISTRY

Le Monde En Tique

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Ouvrage 9783527307968 : MODERN ORGANONICKEL CHEMISTRY
Organonickel chemistry plays an increasingly important role in organic chemistry, and interest in this topic is now just as keen as in organopalladium chemistry. While there are numerous, very successful books on the latter, a book specializing in organonickel chemistry is long overdue.
Edited by one of the leading experts in the field, this volume covers the many discoveries made over the past 30 years, and previously scattered throughout the literature. Active researchers working at the forefront of organonickel chemistry provide a comprehensive review of the topic, including cross-coupling reactions, asymmetric synthesis and heterogeneous catalysis reaction types.
A must-have for both organometallic chemists and synthetic organic chemists.
table of contents
Preface.
List of Contributors.
Abbreviations.
1 Introductory Guide to Organonickel Chemistry (Yoshinao Tamaru).
1.1 The Crystal Field.
1.2 Nickel has Wings: The Mond Method.
1.3 The Ligand Field.
1.4 The Formal Oxidation Number.
1.5 The 16- and 18-Electron Rule.
1.6 The Structure, Reactivity, and Electronic Configuration of Nickel-Complexes.
1.7 The Elementary Reactions.
1.8 Catalytic Reactions.
2 Nickel-catalyzed Cross-coupling Reactions (Tamotsu Takahashi and Ken-ichiro Kanno).
2.1 Cross-coupling of Alkyl Electrophiles with Organometallic Compounds.
2.2 Cross-coupling of Alkenyl Electrophiles with Organometallic Compounds.
2.3 Cross-coupling of Allyl Electrophiles with Organometallic Compounds.
2.4 Cross-coupling of Aryl Electrophiles with Organometallic Compounds.
2.5 Asymmetric Cross-coupling Reactions.
3 Reaction of Alkenes and Allyl Alcohol Derivatives (Yuichi Kobayashi).
3.1 Hydrovinylation of Olefins.
3.2 Hydrocyanation of Olefins.
3.3 Heck-type Cyclization.
3.4 Olefin Insertion.
3.5 Nickel-catalyzed Hydrozincation of Olefins.
3.6 Ni-catalyzed Addition of Organometallics to Electron-deficient Olefins.
3.7 Polymerization of Ethylene and α-Olefins using Ni(II)-based Catalysts.
3.8 The Nucleophilic Reactions of π-Allylnickel Complexes.
3.9 π-Allylnickel Complexes from Enones.
3.10 Carbonylative Cycloaddition of Allylic Halides and Acetylenes.
3.11 Nucleophilic Allylation Toward p-Allylnickel Complexes.
3.12 Nickel Enolates.
4 Reaction of Alkynes (Shin-ichi Ikeda).
4.1 Hydrogenation.
4.2 Hydrometallation and Related Reactions.
4.3 bis-Metallation.
4.4 Hydrocyanation, Hydroacylation, and Related Reactions.
4.5 Carbometallation and Related Reactions.
4.6 The Sequential Reaction.
4.7 Addenda.
5 Reaction of Dienes and Allenes (Masanari Kimura and Yoshinao Tamaru).
5.1 Dimerization and Polymerization of 1,3-Dienes.
5.2 Allylation and Homoallylation of Aldehydes with Dienes and Allenes.
5.3 Addition Reaction of HX on Dienes and Allenes.
6 Cyclooligomerization and Cycloisomerization of Alkenes and Alkynes (Shinichi Saito).
6.1 Cyclooligomerization of Alkenes.
6.2 Cycloisomerization of Alkenes.
6.3 Cyclooligomerization of Alkynes.
6.3.1 Cyclotrimerization of Alkynes.
6.3.2 Co-cyclotrimerization and Cycloisomerization of Alkynes.
6.3.3 Co-cyclotrimerization of Alkynes with other Unsaturated Compounds.
6.3.4 Cyclotetramerization of Alkynes.
6.3.5 Co-cyclotetramerization of Alkynes.
6.4 Cyclooligomerization of Dienes.
6.4.1 Cyclodimerization and Cyclotrimerization of 1,3-Butadiene.
6.4.2 Cyclodimerization and Cyclotrimerization of Substituted 1,3-Dienes.
6.4.3 Co-cyclooligomerization of 1,3-Dienes.
6.4.4 Co-cycloisomerization of 1,3-Dienes.
6.5 Cyclooligomerization of Allenes and Cumulenes.
6.5.1 Cyclooligomerization of Allene (1,2-Propadiene).
6.5.2 Cyclooligomerization of Substituted Allenes.
6.5.3 Cyclooligomerization of Cumulenes.
6.6 Cyclooligomerization and Cycloisomerization of Miscellaneous Compounds.
7 Nickel-mediated and -catalyzed Carboxylation (Miwako Mori and Masanori Takimoto).
7.1 Nickel-mediated or -catalyzed Carboxylation of 1,3-Diene.
7.2 Nickel-mediated or -catalyzed Carboxylation of Alkyne.
7.3 Nickel-mediated Carboxylation of Alkene.
7.4 Nickel-mediated Carboxylation of Allene.
7.5 Various Nickel-mediated Carboxylations.
7.6 Perspectives.
8 Carbonylation and Decarbonylation (Yoshinao Tamaru).
8.1 Decarbonylation.
8.2 Electrochemical Carbonylation.
8.3 Termination of Cascade Reactions by Carbonylation.
8.4 Carbonylation Forming Carboxylic Acid under Phase-Transfer Conditions.
9 Asymmetric Synthesis (Ryo Shintani and Tamio Hayashi).
9.1 The Cross-coupling Reaction.
9.2 Allylic Substitution.
9.2.1 Allylic Substitution by Carbon Nucleophiles.
9.2.2 Allylic Substitution by Hydride Nucleophiles.
9.3 Hydrocyanation and Hydrovinylation Reactions.
9.4 Reactions of Organometallic Reagents with Aldehydes and Enones.
9.5 Activation of Carbonyl Compounds for Cycloaddition and Other Related Reactions.
9.6 Other Reactions.
10 Heterogeneous Catalysis (Tsutomu Osawa).
10.1 Heterogeneous Catalysts and Catalytic Reactions.
10.2 Heterogeneous Ni Catalysts.
10.3 Asymmetric Syntheses over Heterogeneous Nickel Catalysts.
10.4 Tartaric Acid-modified Nickel Catalyst.
Index.

Auteur : TAMARU
Editeur : VCH
Nombre de pages : 346
Date de publication : 01 2005

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