Sustainable and Functional Redox Chemistry. Sustainable and Functional Redox Chemistry / edited by Shinsuke Inagi.

Cover
Preface
Contents
Part 1 Sustainable Redox Reaction
Chapter 1 Redox-mediated Electrochemical Cyclization Reactions
1.1 Introduction
1.2 Radical Cyclization Reactions
1.2.1 Cyclization Reactions of Heteroatom-centered Radicals
1.2.2 Cyclization Reactions of Carbon-centered Radicals
1.3 Halide-mediated Ionic Cyclization Reactions
1.4 Conclusion
Acknowledgements
References
Chapter 2 Recent Advances in the Kolbe and Non-Kolbe Electrolysis of Carboxylic Acids
2.1 Introduction
2.2 Background of the Kolbe Electrolysis
2.3 Background of Non-Kolbe Electrolysis
2.4 Recent Advances in the Electrolysis of Carboxylic Acids
2.4.1 Kolbe Intramolecular Cyclisation
2.4.2 Hofer-Moest Synthesis of Isocyanates
2.4.3 Hofer-Moest Synthesis of Orthoesters
2.4.4 Electrochemical Methoxylation
2.4.5 Electrochemical Decarboxylation of Malonic Acid Derivatives
2.5 Recent Advances in the Electrolysis of Carboxylic Acid Derivatives
2.5.1 Electrochemical Deprotection of Aromatic Esters
2.5.2 Electrochemical Deoxygenation of Diphenylphosphinates
2.6 Future Perspectives
2.7 Conclusion
Abbreviations
Acknowledgements
References
Chapter 3 Novel Electrolytic Processes
3.1 Introduction
3.2 Parallel Batch Systems Used for Electroorganic Synthesis
3.2.1 Parallel Batch Systems Using the Cation Pool Method
3.2.2 Parallel Batch Processes for Electrosynthesis
3.3 Combinatorial Flow System for Electroorganic Chemistry
3.3.1 Flow Electrochemistry
3.3.2 PEM Reactor
3.4 Bipolar Electrochemical System
3.5 Conclusion
References
Chapter 4 A Sugar Machine
4.1 Introduction
4.2 Electrochemical Generation of Glycosylation Intermediates
4.2.1 Generation of Glycosyl Triflate Intermediates
4.2.2 Generation of Glycosyl Sulfonium Ion Intermediates.

4.3 Development of a Method for AutomatedElectrochemical Solution-phase Synthesis of Oligosaccharides
4.3.1 Proof of Principle of One-pot Iterative Glycosylation
4.3.2 Demonstration of Automated Electrochemical Assembly of Oligosaccharides
4.4 Synthesis of Biologically Active Oligosaccharides
4.4.1 Synthesis of TMG-chitotriomycin
4.4.2 Synthesis of Myc-LCOs
4.5 Synthesis of 1,2-trans Glycosidic Linkages of Hexoses via Automated Electrochemical Assembly
4.6 Synthesis of Cyclic Oligosaccharides via Automated Electrochemical Assembly
4.7 Conclusion
Acknowledgements
References
Part 2 Sustainable Redox Catalysis
Chapter 5 Vanadium( V)-induced Oxidative Cross-coupling of Enolate Species
5.1 Introduction
5.2 Oxovanadium( V)-induced Intermolecular SelectiveOxidative Cross-coupling between Boron and Silyl Enolates
5.3 Oxidative Cross-coupling between Various Boron and Silyl Enolates
5.4 Oxovanadium( V)-catalyzed Oxidative Cross-couplingbetween Boron and Silyl Enolates under O2 as a Terminal Oxidant
5.5 Conclusion
Abbreviations
Acknowledgements
References
Chapter 6 Mediated Electron Transfer in Electrosynthesis: Concepts,Applications, and Recent Influences from Photoredox Catalysis
Robert Francke and Michal Ma ́jek 6.1 Introduction
6.2 Concepts and Applications
6.2.1 Direct and Indirect Electrosynthesis
6.2.2 The Catalytic Current
6.2.3 Redox Catalysis and Chemical Catalysis
6.2.4 In-cell-and Ex-cell-mediated Transformations
6.3 Approaches Toward Facilitating Mediator Recycling
6.3.1 Ionically Tagged Mediators
6.3.2 Polymediators
6.3.3 Mediator-modified Electrodes
6.4 Mediators in Photoelectrochemical Synthesis
6.4.1 Transformations at Photoelectrodes
6.4.2 Sequential Activation of Substrates by Electro-and Photochemistry.

6.4.3 Enhancing Mediator Reactivity with Light
6.5 Conclusions
Acknowledgements
References
Chapter 7 Synergy of Electrochemistry and Asymmetric Catalysis
7.1 Introduction
7.2 Substrates as the Redox Entities in Electrochemical Asymmetric Catalysis
7.3 Catalysts as Redox Entities in Electrochemical Asymmetric Catalysis
7.4 Both Substrates and Catalysts as the Redox Entities in Electrochemical Asymmetric Catalysis
7.5 Conclusion
Acknowledgements
References
Chapter 8 Alternative Approaches for Scalable Artificial Photosynthesis via Sustainable Redox Processes
8.1 Introduction
8.2 Nonfood Biomass Oxidation
8.2.1 Photocatalytic Nonfood Biomass Oxidation
8.2.2 Electrocatalytic and Photoelectrocatalytic Nonfood Biomass Oxidation
8.3 Synthetic Polymer Oxidation
8.3.1 Heterogeneous Photocatalytic Oxidation of Synthetic Polymers
8.3.2 Homogeneous Photocatalytic Oxidation of Synthetic Polymers
8.4 Photosynthetic and Photocatalytic Reduction by Metal Halide Perovskites
8.5 Conclusions and Outlook
Acknowledgements
References
Chapter 9 Bioinspired Catalyst Learned from B12-dependent Enzymes
9.1 Introduction
9.1.1 B12 (Cobalamin)-dependent Enzymes
9.1.2 Catalyst Design for B12-dependent Enzyme-inspired Reactions
9.2 Photo-driven Molecular Transformation
9.2.1 Heterogeneous Catalyst System
9.2.2 Esters and Amides Formation Coupled with Dehalogenation
9.2.3 Visible Light-driven Catalytic System
9.2.4 B12-inspired Hydrogen Production and Alkene Reduction
9.2.5 Homogeneous Catalyst System
9.2.6 Cross-coupling Reactions
9.2.7 B12-BODIPY Dyad System
9.2.8 Catalysis of B12 Without Photocatalyst
9.3 Summary and Outlook
Acknowledgements
References
Part 3 Functional Redox System
Chapter 10 Redox-active Molecules and Their Energy Device Application.

10.1 Introduction
10.2 Organic Active Materials for Li-ion Batteries
10.2.1 Basic Concepts
10.2.2 Capacity Increase
10.2.3 Cyclability Increase
10.2.4 Voltage Increase
10.3 Organic Active Materials for Redox Flow Batteries
10.3.1 Aqueous Electrolyte
10.3.2 Nonaqueous Electrolyte
References
Chapter 11 Redox-active Polymeric Materials
11.1 Introduction
11.2 Conjugated Polymers
11.2.1 Doping of Conjugated Polymers
11.2.2 Oxidative and Reductive Electropolymerization
11.2.3 Electrochemical Polymer Reaction
11.2.4 Two-and Three-dimensional Conjugated Polymers
11.3 Nonconjugated Polymers with Redox-active Units
11.3.1 Polymers with Redox-active Units in the Side Chain
11.3.2 Block Copolymers with Redox-active Units
11.3.3 Polymeric Materials Mimicking Metalloproteins
11.3.4 Redox Units at the Periphery of Dendrimers
11.3.5 Redox-active Inorganic Polymers
11.4 Conjugated Polymers with Redox-active Moieties
11.5 Conclusion
References
Chapter 12 Chiral Metal Electrodes for Enantioselective Analysis, Synthesis, and Separation
12.1 Background
12.2 Elaboration of Chiral Metal Electrodes
12.2.1 Adsorption of Chiral/Achiral Molecules on Metal Surfaces
12.2.2 Binding of Chiral Ligands toMetal Surfaces
12.2.3 Controlled Cutting of Bulk Metals
12.2.4 Chiral Molecular Imprinting
12.3 Applications of Chiral Metal Electrodes
12.3.1 Enantioselective Analysis
12.3.2 Asymmetric Synthesis
12.3.3 Electrochemical Separation
12.4 Conclusion and Perspectives
Acknowledgements
References
Chapter 13 Fluorescent Sensors for Water
13.1 Introduction
13.2 PET-based Fluorescent Sensors
13.3 PET/FRET-based Fluorescent Sensors
13.4 PET/AIEE-based Fluorescent Sensors
13.5 SFC/AIEE-based Fluorescent Sensors
13.6 ICT-based Fluorescent Sensors.

13.7 Fluorescent Sensor-doped Polymer Films
13.8 Conclusion
Acknowledgements
References
Chapter 14 Photoredox Chemistries of Cyclometalated Ir( III) Complexes
14.1 Photoinduced Electron Transfer of Cyclometalated Ir( III) Complex
14.2 Electronic Structures of Cyclometalated Complexes of Ir( III)
14.3 Sensory Applications of IntramolecularPhotoinduced Electron Transfer of Ir( III) Complexes
14.4 Photoredox Catalysis Based on IntermolecularPhotoinduced Electron Transfer of Ir( III) Complexes
14.5 Outlook
Acknowledgements
References
Chapter 15 Electrogenerated Chemiluminescence in Functional Redox Chemistry
15.1 Introduction
15.2 Fundamentals of ECL: Mechanisms of Light Generation
15.2.1 Annihilation ECL
15.2.2 Coreactant ECL
15.3 Applications of ECL in Molecular Electrochemistry
15.3.1 Novel ECL Reaction Systems
15.3.2 ECL for Imaging Applications
15.3.3 ECL of Organic Systems
15.3.4 Aggregation and Crystallization-induced Emission in ECL
15.4 Conclusions and Future Directions
Acknowledgements
References
Subject Index.