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This book provides a complete overview of cucurbituril chemistry, covering fundamental aspects including history, synthesis and host-guest chemistry.
Intro; Title; Copyright; Preface; Contents; Chapter 1 Introduction: History and Development; 1.1 Introduction; 1.2 History of Cucurbiturils; 1.3 Growth and Development; 1.4 Perspectives; 1.5 Overview of Contents; References; Chapter 2 Synthesis of the Cucurbituril Family; 2.1 Synthesis of the CB[n] Family; 2.2 Mechanism of CB[n] Formation; 2.3 Structural Features of CB[n]; 2.4 Functionalization of CB[n]; 2.4.1 Building Block Approaches; 2.4.2 Direct Functionalization of CB[n]; 2.5 Summary and Future Challenges in the Synthesis of CB[n]
2.6 Selected Procedures for the Synthesis of CB[n] and Derivatives2.6.1 Synthesis of Monohydroxy-CB[6]; 2.6.2 Synthesis of Perhydroxy-CB[6]; 2.6.3 Synthesis of Monohydroxy-CB[7]; Acknowledgements; References; Chapter 3 Host-Guest Chemistry of the Cucurbituril Family; 3.1 Introduction; 3.2 Host-Guest Chemistry of Cucurbit[5]uril; 3.3 Host-Guest Chemistry of Cucurbit[6]uril; 3.4 Host-Guest Chemistry of Cucurbit[7]uril; 3.5 Host-Guest Chemistry of Cucurbit[8]uril; 3.6 Host-Guest Chemistry of Cucurbit[10]uril; 3.7 Host-Guest Chemistry of the Twisted Cucurbit[13-15]urils
3.8 Summary and PerspectivesReferences; Chapter 4 Cucurbituril Properties and the Thermodynamic Basis of Host-Guest Binding; 4.1 Introduction; 4.2 Structural and Physical Properties; 4.2.1 The Cucurbituril Cavity; 4.2.2 Solubility of the Cucurbituril Homologues; 4.2.3 Polarity and Polarizability Inside Cucurbiturils; 4.3 Host-Guest Chemistry; 4.3.1 The Hydrophobic Effect; 4.3.2 Binding of Charged Guest Molecules; 4.3.3 Binding of Neutral Guest Molecules; 4.3.4 Binding of Inorganic Ions; 4.4 Complexation Thermodynamics; 4.5 Complexation Kinetics; 4.6 Conclusions; Acknowledgements; References
6.3 Assay Applications6.3.1 Cucurbituril-enhanced Direct Sensing; 6.3.2 Sensor Arrays Involving Cucurbiturils; 6.3.3 Supramolecular Tandem Assays; 6.3.4 Surface Quantification Assays; 6.4 Conclusions; Acknowledgements; References; Chapter 7 Cucurbituril Complexes of Redox Active Guests; 7.1 Introduction; 7.2 The Cucurbiturils as Hosts for Redox Active Guests; 7.3 Viologens and Their Derivatives as Cucurbituril Guests; 7.4 Ferrocene, Cobaltocenium and Their Derivatives as Cucurbituril Guests; 7.5 Electrochemical Kinetics of the Complexes; 7.6 Metallocene-TEMPO Compounds as Cucurbituril Guests
7.7 Redox Control on Cucurbituril Binding
Chapter 5 Cucurbiturils as Reaction Vessels5.1 Introduction; 5.2 Reactions Taking Place Inside the CB[n] Cavity; 5.2.1 Redox Transformations; 5.2.2 Isomerizations; 5.2.3 Cycloadditions; 5.3 Reactions Taking Place at the CB[n] Rim; 5.3.1 Redox Transformations; 5.3.2 Isomerizations; 5.3.3 Nucleophilic Additions; 5.4 Conclusions and Outlook; Acknowledgements; References; Chapter 6 Cucurbituril-based Sensors and Assays; 6.1 Introduction; 6.2 Signal Generation with Cucurbiturils; 6.2.1 Optical Spectroscopy; 6.2.2 Nuclear Magnetic Resonance (NMR); 6.2.3 Other Signal Transduction Methods
Includes bibliographical references and index.
Cambridge : Royal Society of Chemistry, ©2019
Monographs in supramolecular chemistry ; no. 28