The Mizoroki-Heck reaction [[electronic resource] /] / edited by Martin Oestreich
| The Mizoroki-Heck reaction [[electronic resource] /] / edited by Martin Oestreich |
| Autore | Oestreich Martin |
| Pubbl/distr/stampa | Chichester, U.K., : Wiley, 2009 |
| Descrizione fisica | 1 online resource (609 p.) |
| Disciplina |
547.2
547/.2 |
| Altri autori (Persone) | OestreichMartin |
| Soggetto topico |
Heck reaction
Palladium catalysts Organic compounds - Synthesis |
| ISBN |
1-282-02242-3
9786612022425 0-470-71607-X 0-470-71606-1 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
The Mizoroki-Heck Reaction; Contents; Foreword; Preface; Contributors; 1 Mechanisms of the Mizoroki-Heck Reaction; 1.1 Introduction; 1.2 Mechanism of the Mizoroki-Heck Reaction when the Catalytic Precursor is Pd(OAc)2 in the Absence of Ligand; 1.3 Mechanism of the Mizoroki-Heck Reaction when the Catalytic Precursor is Pd(OAc)2 Associated with Monophosphine Ligands; 1.3.1 Pd(0) Formation from Pd(OAc)2 in the Presence of a Monophosphine Ligand; 1.3.2 Oxidative Addition; 1.3.2.1 Oxidative Addition of Aryl Iodides; 1.3.2.2 Oxidative Addition of Aryl Triflates
1.3.3 Complexation/Insertion of the Alkene1.3.4 Multiple Role of the Base; 1.3.5 Catalytic Cycle; 1.3.5.1 Factors Controlling the Efficiency of a Catalytic Reaction; 1.4 Mechanism of the Mizoroki-Heck Reaction when the Catalytic Precursor is Pd(OAc)2 Associated with Bisphosphine Ligands; 1.4.1 Pd(0) Formation from Precursor; 1.4.2 Oxidative Addition; 1.4.3 Complexation/Insertion of the Alkene Regioselectivity; 1.4.4 Catalytic Cycles; 1.5 Mechanism of the Mizoroki-Heck Reaction when the Catalytic Precursor is a P,C-Palladacycle; 1.5.1 Pd(0) Formation from a P,C-Palladacycle 1.5.2 Catalytic Cycle1.6 Mechanism of the Mizoroki-Heck Reaction when the Ligand is an N-Heterocyclic Carbene; 1.6.1 Oxidative Addition; 1.6.2 Complexation/Insertion of the Alkene; 1.6.3 Catalytic Cycles; 1.7 Mechanism of the Mizoroki-Heck Reaction when the Ligand is a Bulky and Electron-Rich Monophosphine; 1.7.1 Oxidative Addition; 1.7.2 Complexation/Insertion of the Alkene; 1.7.3 Role of the Base in the Recycling of the Pd(0) Complex; 1.7.4 Catalytic Cycle; 1.8 Conclusion; References; 2 Focus on Catalyst Development and Ligand Design; 2.1 Introduction 2.2 General Considerations: Types of Catalytic System2.2.1 Substrate Dependence; 2.2.2 Ancillary Ligands; 2.2.3 Bases; 2.2.4 Additives; 2.2.5 Media; 2.2.6 Temperature; 2.3 Four Types of Intermolecular Mizoroki-Heck Catalytic System; 2.3.1 The Type 1 Catalytic System; 2.3.2 The Type 2 Catalytic System; 2.3.3 The Type 3 Catalytic System; 2.3.4 The Type 4 Catalytic System; 2.4 Palladium Precatalysts in Type 1 and Type 2 Mizoroki-Heck Reactions; 2.4.1 SRPCs; 2.4.2 Nanoparticles; 2.4.3 Supported Catalysts: Leaching versus Recycling; 2.4.4 Carbene Complexes 2.4.4.1 N-Heterocyclic Carbene-based Complexes2.4.4.2 N-Heterocyclic Carbene-Based Pincer Complexes; 2.4.4.3 Carbocyclic Carbene-based Complexes; 2.4.5 Palladacycles; 2.4.5.1 C,P-, C,S- and C,N-Palladacycles; 2.4.5.2 Pincer Palladacycles; 2.4.5.3 Palladacycle-Phosphine Complexes; 2.4.6 Nonphosphine Complexes; References; 3 Focus on Regioselectivity and Product Outcome in Organic Synthesis; 3.1 Introduction; 3.2 Mechanistic Aspects; 3.2.1 Oxidative Addition; 3.2.2 -Complex Formation and Migratory Insertion; 3.2.3 -H-Elimination and Palladium(0) Recycling 3.2.4 Cyclic Alkenes and Double-Bond Migration |
| Record Nr. | UNINA-9910146128703321 |
Oestreich Martin
|
||
| Chichester, U.K., : Wiley, 2009 | ||
| Lo trovi qui: Univ. Federico II | ||
| ||
The Mizoroki-Heck reaction [[electronic resource] /] / edited by Martin Oestreich
| The Mizoroki-Heck reaction [[electronic resource] /] / edited by Martin Oestreich |
| Autore | Oestreich Martin |
| Pubbl/distr/stampa | Chichester, U.K., : Wiley, 2009 |
| Descrizione fisica | 1 online resource (609 p.) |
| Disciplina |
547.2
547/.2 |
| Altri autori (Persone) | OestreichMartin |
| Soggetto topico |
Heck reaction
Palladium catalysts Organic compounds - Synthesis |
| ISBN |
1-282-02242-3
9786612022425 0-470-71607-X 0-470-71606-1 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
The Mizoroki-Heck Reaction; Contents; Foreword; Preface; Contributors; 1 Mechanisms of the Mizoroki-Heck Reaction; 1.1 Introduction; 1.2 Mechanism of the Mizoroki-Heck Reaction when the Catalytic Precursor is Pd(OAc)2 in the Absence of Ligand; 1.3 Mechanism of the Mizoroki-Heck Reaction when the Catalytic Precursor is Pd(OAc)2 Associated with Monophosphine Ligands; 1.3.1 Pd(0) Formation from Pd(OAc)2 in the Presence of a Monophosphine Ligand; 1.3.2 Oxidative Addition; 1.3.2.1 Oxidative Addition of Aryl Iodides; 1.3.2.2 Oxidative Addition of Aryl Triflates
1.3.3 Complexation/Insertion of the Alkene1.3.4 Multiple Role of the Base; 1.3.5 Catalytic Cycle; 1.3.5.1 Factors Controlling the Efficiency of a Catalytic Reaction; 1.4 Mechanism of the Mizoroki-Heck Reaction when the Catalytic Precursor is Pd(OAc)2 Associated with Bisphosphine Ligands; 1.4.1 Pd(0) Formation from Precursor; 1.4.2 Oxidative Addition; 1.4.3 Complexation/Insertion of the Alkene Regioselectivity; 1.4.4 Catalytic Cycles; 1.5 Mechanism of the Mizoroki-Heck Reaction when the Catalytic Precursor is a P,C-Palladacycle; 1.5.1 Pd(0) Formation from a P,C-Palladacycle 1.5.2 Catalytic Cycle1.6 Mechanism of the Mizoroki-Heck Reaction when the Ligand is an N-Heterocyclic Carbene; 1.6.1 Oxidative Addition; 1.6.2 Complexation/Insertion of the Alkene; 1.6.3 Catalytic Cycles; 1.7 Mechanism of the Mizoroki-Heck Reaction when the Ligand is a Bulky and Electron-Rich Monophosphine; 1.7.1 Oxidative Addition; 1.7.2 Complexation/Insertion of the Alkene; 1.7.3 Role of the Base in the Recycling of the Pd(0) Complex; 1.7.4 Catalytic Cycle; 1.8 Conclusion; References; 2 Focus on Catalyst Development and Ligand Design; 2.1 Introduction 2.2 General Considerations: Types of Catalytic System2.2.1 Substrate Dependence; 2.2.2 Ancillary Ligands; 2.2.3 Bases; 2.2.4 Additives; 2.2.5 Media; 2.2.6 Temperature; 2.3 Four Types of Intermolecular Mizoroki-Heck Catalytic System; 2.3.1 The Type 1 Catalytic System; 2.3.2 The Type 2 Catalytic System; 2.3.3 The Type 3 Catalytic System; 2.3.4 The Type 4 Catalytic System; 2.4 Palladium Precatalysts in Type 1 and Type 2 Mizoroki-Heck Reactions; 2.4.1 SRPCs; 2.4.2 Nanoparticles; 2.4.3 Supported Catalysts: Leaching versus Recycling; 2.4.4 Carbene Complexes 2.4.4.1 N-Heterocyclic Carbene-based Complexes2.4.4.2 N-Heterocyclic Carbene-Based Pincer Complexes; 2.4.4.3 Carbocyclic Carbene-based Complexes; 2.4.5 Palladacycles; 2.4.5.1 C,P-, C,S- and C,N-Palladacycles; 2.4.5.2 Pincer Palladacycles; 2.4.5.3 Palladacycle-Phosphine Complexes; 2.4.6 Nonphosphine Complexes; References; 3 Focus on Regioselectivity and Product Outcome in Organic Synthesis; 3.1 Introduction; 3.2 Mechanistic Aspects; 3.2.1 Oxidative Addition; 3.2.2 -Complex Formation and Migratory Insertion; 3.2.3 -H-Elimination and Palladium(0) Recycling 3.2.4 Cyclic Alkenes and Double-Bond Migration |
| Record Nr. | UNINA-9910830440403321 |
Oestreich Martin
|
||
| Chichester, U.K., : Wiley, 2009 | ||
| Lo trovi qui: Univ. Federico II | ||
| ||