Catalytic Amination for N-Alkyl Amine Synthesis

Author: Shi   Feng;Cui   Xinjiang  

Publisher: Elsevier Science‎

Publication year: 2018

E-ISBN: 9780128122853

P-ISBN(Paperback): 9780128122846

Subject: O621.25 chemistry, organic chemistry reaction

Keyword: 有机化学,化学

Language: ENG

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Description

Catalytic Amination for N-Alkyl Amine Synthesis provides a useful survey of this key type of reaction for chemistry researchers in academia and industry. Beginning with an introduction to amination and the development of the field, the book focuses on useful and high potential methods, such as the catalytic amination of alcohol with homogeneous and heterogeneous catalysts, the coupling reaction of olefin and amine, and the reductive amination of carbon dioxide with different reducing agents. The work also discusses two key examples of one-pot synthesis, the oxidative amination of alkane and amine and synthesis of N-alkyl amine with nitrobenzene and nitrile as starting materials.

Valuable for chemists, materials scientists, chemical engineers and others, the book offers a unique overview of this growing area and its future possibilities.

  • Describes the catalytic amination of alcohol with homogeneous and heterogeneous catalysts
  • Discusses the one-pot oxidative amination of alkane and amine
  • Explores the application of ammonia as the N-source in amination reaction to avoid primary or secondary amine synthesis

Chapter

Chapter 1: N-Alkyl Amine Synthesis by Catalytic Alcohol Amination

1.1. Introduction

1.2. Homogeneous Catalysts System

1.2.1. Ru Catalyst System

1.2.2. Ir Catalyst System

1.2.3. Pd Catalyst System

1.2.4. Rh/Os/Re/Pt Catalyst Systems

1.2.5. Mo Catalyst System

1.2.6. Co Catalyst System

1.2.7. Cu Catalyst System

1.2.8. Fe Catalyst System

1.2.9. Ni Catalyst System

1.2.10. Mn Catalyst System

1.2.11. Transition Metal-Free Catalyst System

1.3. Heterogeneous Catalyst System

1.3.1. Cu Catalyst System

1.3.2. Ni Catalyst System

1.3.3. Fe/Mn/Co Catalyst Systems

1.3.4. Ru Catalyst System

1.3.5. Pd Catalyst System

1.3.6. Pt Catalyst System

1.3.7. Au Catalyst System

1.3.8. Ag Catalyst System

1.3.9. Transition Metal-Free Catalyst System

1.4. Acid Catalysts

1.5. Conclusions and Outlook

References

Chapter 2: N-Alkyl Amine Synthesis by Catalytic Coupling of Amines

2.1. Introduction

2.2. Homogeneous Catalyst System

2.2.1. Ir Catalyst System

2.2.2. Ru Catalyst System

2.2.3. Pt Catalyst System

2.2.4. Co Catalyst System

2.3. Heterogeneous Catalyst System

2.3.1. Pd Catalyst System

2.3.2. Pt Catalyst System

2.3.3. Ni Catalyst System

2.3.4. Cu Catalyst System

2.3.5. Other Catalysts

2.4. Conclusions and Outlook

References

Chapter 3: N-Alkyl Amine Synthesis by Hydroamination of Alkene and Diene

3.1. Introduction

3.2. Intermolecular Hydroamination of Alkenes

3.2.1. Alkali and Alkaline Earth Metal-Based Catalysts

3.2.2. Rare Earth Metal-Based Catalysts

3.2.3. Late Transition Metal-Based Catalysts

3.2.3.1. Rh Catalyst System

3.2.3.2. Pd Catalyst System

3.2.3.3. Ir Catalyst System

3.2.3.4. Ru Catalyst System

3.2.3.5. Ni Catalyst System

3.2.3.6. Pt Catalyst System

3.2.3.7. Au Catalyst System

3.2.4. Acid Catalysts

3.2.5. Other Catalysts

3.3. Asymmetric Intermolecular Hydroamination of Alkenes

3.3.1. Rare Earth Metal Catalysts

3.3.2. Late Transition Metal-Based Catalysts

3.3.2.1. Ir Catalyst System

3.3.2.2. Pd Catalyst System

3.3.2.3. Au Catalyst System

3.4. Intramolecular Hydroamination of Aminoalkenes

3.4.1. Alkali and Alkaline Earth Metal-Based Catalysts

3.4.2. Rare Earth Metal-Based Catalysts

3.4.3. Group 4/5 Metal-Based Catalysts

3.4.4. Late Transition Metal-Based Catalysts

3.4.4.1. Pt Catalyst System

3.4.4.2. Pd Catalyst System

3.4.4.3. Au Catalyst System

3.4.4.4. Rh Catalyst System

3.4.4.5. Ir Catalyst System

3.4.4.6. Cu and Fe Catalyst Systems

3.4.5. Acid Catalysts

3.4.6. Other Catalysts

3.5. Asymmetric Intramolecular Hydroamination of Aminoalkenes

3.5.1. Alkali Metal and Alkaline Earth Metal-Based Catalysts

3.5.1.1. N,N-Ligand

3.5.1.2. N,O-Ligand

3.5.2. Rare Earth Metal-Based Catalysts

3.5.2.1. Clopentadienyl-Based Ligand

3.5.2.2. N,N-Ligand

3.5.2.3. O,O-Ligand

3.5.2.4. N,O-Ligand

3.5.3. Group 4/5 Metal-Based Catalysts

3.5.3.1. O,O-Ligand

3.5.3.2. N,N-Ligand

3.5.4. Late Transition Metal-Based Catalysts

3.5.4.1. Pd Catalyst System

3.5.4.2. Rh Catalyst System

3.5.4.3. Au Catalyst System

3.5.4.4. Cu Catalyst System

3.5.5. Acid Catalyst Systems

3.6. Conclusions and Outlook

References

Chapter 4: N-Alkyl Amine Synthesis by Hydroaminomethylation

4.1. Introduction

4.2. Intermolecular Hydroaminomethylation

4.2.1. Fe Catalyst System

4.2.2. Rh Catalyst System

4.2.2.1. Unmodified Rhodium Catalyst System

4.2.2.2. P-Ligands

4.2.2.3. P,N-Ligands and Carbene Ligands

4.2.2.4. Heterogeneous and Semiheterogeneous Catalyst System

4.2.3. Co Catalyst System

4.2.4. Ru Catalyst System

4.2.5. Ir Catalyst System

4.2.6. Au Catalyst System

4.3. Intramolecular Hydroaminomethylation

4.4. Asymmetric Intermolecular Hydroaminomethylation

4.5. Asymmetric Intramolecular Hydroaminomethylation

4.6. Conclusions and Outlook

References

Chapter 5: N-Methyl Amine Synthesis by Reductive Amination of CO2

5.1. Introduction

5.2. N-Methyl Amine Synthesis From CO2 and Amines

5.2.1. Hydrogen as Reducing Agent

5.2.1.1. Cu Catalyst System

5.2.1.2. Ru Catalyst System

5.2.1.3. Pd Catalyst System

5.2.1.4. Pt Catalyst System

5.2.1.5. Au Catalyst System

5.2.2. Hydrosilanes as Reducing Agent

5.2.2.1. Zn Catalyst System

5.2.2.2. Ru Catalyst System

5.2.2.3. Cu Catalyst System

5.2.2.4. Ni Catalyst System

5.2.2.5. Metal-Free Catalyst System

5.2.3. Boranes as Reducing Agent Under Transition Metal-Free Catalyst System

5.3. Conclusions and Outlook

References

Chapter 6: N-Alkyl Amine Synthesis by Oxidative Amination of Alkane

6.1. Introduction

6.2. Intermolecular Oxidative Amination of Alkanes

6.2.1. Cu Catalyst System

6.2.2. Fe Catalyst System

6.2.3. Mn Catalyst System

6.2.4. Ru Catalyst System

6.2.5. Rh Catalyst System

6.2.6. Pd Catalyst System

6.2.7. Ag Catalyst System

6.2.8. Co Catalyst System

6.2.9. Re Catalyst System

6.2.10. Ni Catalyst System

6.2.11. Metal-Free System

6.3. Intramolecular Oxidative Amination of Alkanes

6.3.1. Cu Catalyst System

6.3.2. Fe Catalyst System

6.3.3. Mn Catalyst System

6.3.4. Ru Catalyst System

6.3.5. Rh Catalyst System

6.3.6. Pd Catalyst System

6.3.7. Ag Catalyst System

6.3.8. Co Catalyst System

6.3.9. Ni Catalyst System

6.3.10. Bimetal Catalyst System

6.3.11. Metal-Free Catalyst System

6.4. Conclusions and Outlook

References

Chapter 7: N-Alkyl Amine Synthesis With Nitroarene/Benzonitrile and Alcohol

7.1. Introduction

7.2. Synthesis of N-Alkyl Amines From Nitroarenes and Alcohols

7.2.1. Alcohol as Reducing Agent

7.2.1.1. Ru Catalyst System

7.2.1.2. Au Catalyst System

7.2.1.3. Ni Catalyst System

7.2.1.4. Peroxide/TBP Catalyst System

7.2.1.5. Photocatalytic System

7.2.2. Glycerol as Reducing Agent

7.2.3. Hydrogen as Reducing Agent

7.3. Synthesis of N-Alkyl Amines From Benzonitriles and Alcohols

7.3.1. Alcohol as Reducing Agent

7.3.2. Ritter Reaction

7.4. Conclusions and Outlook

References

Index

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