Anion-Binding Catalysis

Book description

Explores the potential of new types of anion-binding catalysts to solve challenging synthetic problems  

Anion-Binding Catalysis introduces readers to the use of anion-binding processes in catalytic chemical activation, exploring how this approach can contribute to the future design of novel synthetic transformations. Featuring contributions by world-renowned scientists in the field, this authoritative volume describes the structure, properties, and catalytic applications of anions as well as synthetic applications and practical analytical methods. 

In-depth chapters are organized by type of catalyst rather than reaction type, providing readers with an accessible overview of the existing classes of effective catalysts. The authors discuss the use of halogens as counteranions, the combination of (thio)urea and squaramide-based anion-binding with other types of organocatalysis, anion-binding catalysis by pnictogen and tetrel bonding, nucleophilic co-catalysis, anion-binding catalysis by pnictogen and tetrel bonding, and more. Helping readers appreciate and evaluate the potential of anion-binding catalysis, this timely book: 

  • Illustrates the historical development, activation mode, and importance of anion-binding in chemical catalysis 
  • Explains the analytic methods used to determine the anion-binding affinity of the catalysts  
  • Describes catalytic and synthetic applications of common NH- and OH-based hydrogen-donor catalysts as well as C-H triazole/triazolium catalysts 
  • Covers amino-catalysis involving enamine, dienamine, or iminium activation approaches 
  • Discusses new trends in the field of anion-binding catalysis, such as the combination of anion-binding with other types of catalysis 

Presenting the current state of the field as well as the synthetic potential of anion-binding catalysis in future, Anion-Binding Catalysis is essential reading for researchers in both academia and industry involved in organic synthesis, homogeneous catalysis, and pharmaceutical chemistry. 

Table of contents

  1. Cover
  2. Title Page
  3. Copyright
  4. Preface
  5. List of Abbreviations
  6. 1 From Anion Recognition to Organocatalytic Chemical Reactions
    1. 1.1 Introduction and Background
    2. 1.2 Concepts in Anion‐Binding Catalysis
    3. 1.3 Summary and Outlook
    4. Acknowledgment
    5. References
    6. Note
  7. 2 Anion Recognition and Binding Constant Determination
    1. 2.1 Introduction to Supramolecular Chemistry and Binding Constant Determination
    2. 2.2 Equilibrium Constants, Binding Curves, Titration Conditions, and Errors
    3. 2.3 Experimental Techniques: NMR Spectroscopy
    4. 2.4 Experimental Techniques: UV–Vis Spectroscopy
    5. 2.5 Underappreciated Concerns in Binding Constant Determination: Multiple Binding Equilibria
    6. 2.6 Underappreciated Concerns in Binding Constant Determination: Ion Pairing
    7. 2.7 Underappreciated Concerns in Binding Constant Determination: Kinetic Processes
    8. 2.8 Connecting Equilibrium Constants to Structures and Catalysis
    9. 2.9 Conclusion
    10. Acknowledgment
    11. References
  8. 3 (Thio)urea and Squaramide‐Catalyzed Anion‐Binding Catalysis with Halogen Anions
    1. 3.1 Introduction
    2. 3.2 History and Background
    3. 3.3 Asymmetric Catalysis by Catalyst Association with the Electrophile
    4. 3.4 Asymmetric Catalysis by Catalyst Association with the Nucleophile
    5. 3.5 Conclusions and Outlook
    6. Acknowledgments
    7. References
  9. 4 Chiral Ureas, Thioureas, and Squaramides in Anion‐Binding Catalysis with Co‐catalytic Brønsted/Lewis Acids
    1. 4.1 Introduction
    2. 4.2 Carboxylic Acid Co‐catalysts
    3. 4.3 Sulfonic Acid Co‐catalysts
    4. 4.4 Mineral Acid Co‐catalysts
    5. 4.5 Lewis Acid Co‐catalysts
    6. 4.6 Conclusions and Outlook
    7. References
  10. 5 Anion‐Binding Catalysis with Other Anions
    1. 5.1 Introduction
    2. 5.2 Cyanide Anion
    3. 5.3 Oxygen‐Based Anions
    4. 5.4 Conclusions and Outlook
    5. References
  11. 6 Silanediols, Phosphoramides, and Other OH‐ and NH‐Based H‐Donor Catalysts
    1. 6.1 Introduction
    2. 6.2 Silanediols
    3. 6.3 Siloxanes
    4. 6.4 Thiophosphoramides
    5. 6.5 Cyclodiphosphazanes
    6. 6.6 Other Examples
    7. 6.7 Conclusions
    8. References
  12. 7 1,2,3‐Triazoles and 1,2,3‐Triazolium Ions as Catalysts
    1. 7.1 Introduction
    2. 7.2 Triazole‐Based Anion‐Binding Molecular Catalysts
    3. 7.3 Triazolium Ions as Organic Molecular Catalysts with Anion‐Binding Ability
    4. 7.4 Triazolium Ions in Dual Functional Catalysts
    5. 7.5 Conclusion
    6. References
  13. 8 Quaternary Ammonium, Phosphonium, and Tertiary Sulfonium Salts as Hydrogen‐Bonding Catalysts
    1. 8.1 Introduction
    2. 8.2 Hydrogen‐Bonding Ability of Quaternary Ammonium Salts
    3. 8.3 Hydrogen‐Bonding Catalysis of Quaternary Ammonium Salts
    4. 8.4 Hydrogen‐Bonding Catalysis of Quaternary Phosphonium Salts
    5. 8.5 Hydrogen‐Bonding Catalysis of Tertiary Sulfonium Salts
    6. 8.6 Conclusion
    7. References
  14. 9 Assisted and Dual Anion Binding in Amino and Nucleophilic Catalysis
    1. 9.1 Dual Amino/H‐Bond Donor Catalysis
    2. 9.2 Thiourea – Pyridine‐Based Nucleophilic Dual Catalysis
    3. 9.3 Conclusions
    4. References
  15. 10 Anion‐Binding Catalysis by Halogen, Chalcogen, Pnictogen, and Tetrel Bonding
    1. 10.1 History of Halogen Bonding
    2. 10.2 History of Chalcogen Bonding
    3. 10.3 History of Pnictogen and Tetrel Bonding
    4. 10.4 Differences Between Hydrogen Bonding and Other Secondary Interactions
    5. 10.5 Secondary Bonding in Anion Recognition
    6. 10.6 Halogen Bonding in Anion‐Binding Catalysis
    7. 10.7 Chalcogen Bonding in Anion‐Binding Catalysis
    8. 10.8 Pnictogen and Tetrel Bonding in Anion‐Binding Catalysis
    9. 10.9 Conclusion
    10. References
    11. Note
  16. 11 New Trends and Supramolecular Approaches in Anion‐Binding Catalysis
    1. 11.1 General Introduction
    2. 11.2 Dual Photoredox and Anion‐Binding Catalysis
    3. 11.3 Combination of Metal and Anion‐Binding Catalysis
    4. 11.4 Supramolecular Approaches Involving Anion‐Binding Catalysis
    5. 11.5 Anion–π Catalysis
    6. 11.6 Conclusion and Outlook
    7. References
  17. Index
  18. End User License Agreement

Product information

  • Title: Anion-Binding Catalysis
  • Author(s): Olga Garcia-Mancheno
  • Release date: March 2022
  • Publisher(s): Wiley-VCH
  • ISBN: 9783527348572