Modern Synthesis Processes and Reactivity of Fluorinated Compounds focuses on the exceptional character of fluorine and fluorinated compounds. This comprehensive work explores examples taken from all classes of fluorine chemistry and illustrates the extreme reactivity of fluorinating media and the peculiar synthesis routes to fluorinated materials.
The book provides advanced and updated information on the latest synthesis routes to fluorocompounds and the involved reaction mechanisms. Special attention is given to the unique reactivity of fluorine and fluorinated media, along with the correlation of those properties to valuable applications of fluorinated compounds.
1. 1. Introduction and Historical Overview - p. 71 2. 2. Technical Aspects of the Electrochemical Fluorination (Simons Process) - p. 76 3. 3. Mechanism of Electrochemical Fluorination (Simons Process) - p. 83 4. 4. Carbon Chain Isomerization During Electrochemical Fluorination (Simons Process) - p. 87 5. 5. Electrochemical Fluorination of the Elementorganic Compounds - p. 97 6. 5. Once Upon a Time Was the Langlois' Reagent: A “Sleeping Beauty” - p. 125 7. 6. Toward CF3S Group: From Trifluoromethylation of Sulfides to Direct Trifluoromethylthiolation - p. 141 8. 1. Introduction - p. 142 9. 2. Indirect Methods - p. 143 10. 3. Direct Preparation: Trifluoromethylthiolation - p. 151 11. 4. Conclusions - p. 171 12. 7. Nucleophilic Di- and Trifluoromethylation of CO and CN Bonds - p. 181 13. 8. Oxidative Trifluoromethylation and Trifluoromethylthiolation - p. 201 14. 9. Catalytic Enantioselective Fluorination - p. 223 15. 10. Development of Electrophilic Trifluoromethylating Reagents - p. 265 16. 11. New Nucleophilic Fluoroalkylations - p. 289 17. 1. Introduction - p. 289 18. 2. Nucleophilic Trifluoroalkylation Reactions - p. 291 19. 3. Difluoroalkylation Reactions - p. 309 20. 4. Nucleophilic Monofluoroalkylation Reactions - p. 318 21. 12. Continuous Flow Selective Direct Fluorination Using Fluorine Gas - p. 339 22. 13. Synthesis of Fluorinated Nitrogen-Containing Compounds Through Superelectrophilic Activation in Superacid HF/SbF5 - p. 349 23. 1. Introduction - p. 350 24. 2. Hydrofluorination of CC Double Bond in Superacid HF/SbF5 - p. 353 25. 3. Hydrofluorination of CC Triple Bond in Superacid HF/SbF5 - p. 362 26. 4. Cyclization and Cyclization/Fluorination in Superacid HF/SbF5 - p. 367 27. 5. Halofluorination of Unsaturated Nitrogen-Containing Substrates in Superacid HF/SbF5 - p. 370 28. 6. Exploitation of Superacid-Catalyzed Hydrofluorination of Unsaturated Amines in Superacid HF/SbF5 for Bioorganic Studies - p. 373 29. 7. Conclusion - p. 376 30. 14. Visible Light–Induced (Per)fluoroalkylation by Photoredox Catalysis - p. 389 31. 15. Synthesis of Side Chain Fluorinated Amino Acids and Their Effects on the Properties of Peptides and Proteins - p. 427 32. 16. Ionic Liquids and Polymers for Battery and Fuel Cells - p. 465 33. 17. Strategic Incorporation of Fluorine for Drug Discovery and Development - p. 499 34. 18. Telomerization Reaction of 3,3,3-Trifluoropropene - p. 533 35. 19. High Oxidation States in Transition Metal Fluorides - p. 561 36. 20. Photochemical Syntheses of Fluorides in Liquid Anhydrous Hydrogen Fluoride - p. 587 37. 21. Sol–Gel Synthesis of Metal Fluorides: Reactivity and Mechanisms - p. 609 38. 22. Solution-Based Synthesis of Nano-Sized TiO2 Anatase in Fluorinating Media - p. 651 39. 23. Ionic Liquid Materials Based on Fluoroanions - p. 671 40. 24. Reactivity of Surface Fluorinated TiO2 and TiAl Particles - p. 697 41. 25. Chemical and Electrochemical Stability of Copper in Molten KF-2HF - p. 719 42. Index - p. 739
Modern Synthesis Processes and Reactivity of Fluorinated Compounds focuses on the exceptional character of fluorine and fluorinated compounds. This comprehensive work explores examples taken from all classes of fluorine chemistry and illustrates the extreme reactivity of fluorinating media and the peculiar synthesis routes to fluorinated materials.
The book provides advanced and updated information on the latest synthesis routes to fluorocompounds and the involved reaction mechanisms. Special attention is given to the unique reactivity of fluorine and fluorinated media, along with the correlation of those properties to valuable applications of fluorinated compounds.
1. 1. Introduction and Historical Overview - p. 71 2. 2. Technical Aspects of the Electrochemical Fluorination (Simons Process) - p. 76 3. 3. Mechanism of Electrochemical Fluorination (Simons Process) - p. 83 4. 4. Carbon Chain Isomerization During Electrochemical Fluorination (Simons Process) - p. 87 5. 5. Electrochemical Fluorination of the Elementorganic Compounds - p. 97 6. 5. Once Upon a Time Was the Langlois' Reagent: A “Sleeping Beauty” - p. 125 7. 6. Toward CF3S Group: From Trifluoromethylation of Sulfides to Direct Trifluoromethylthiolation - p. 141 8. 1. Introduction - p. 142 9. 2. Indirect Methods - p. 143 10. 3. Direct Preparation: Trifluoromethylthiolation - p. 151 11. 4. Conclusions - p. 171 12. 7. Nucleophilic Di- and Trifluoromethylation of CO and CN Bonds - p. 181 13. 8. Oxidative Trifluoromethylation and Trifluoromethylthiolation - p. 201 14. 9. Catalytic Enantioselective Fluorination - p. 223 15. 10. Development of Electrophilic Trifluoromethylating Reagents - p. 265 16. 11. New Nucleophilic Fluoroalkylations - p. 289 17. 1. Introduction - p. 289 18. 2. Nucleophilic Trifluoroalkylation Reactions - p. 291 19. 3. Difluoroalkylation Reactions - p. 309 20. 4. Nucleophilic Monofluoroalkylation Reactions - p. 318 21. 12. Continuous Flow Selective Direct Fluorination Using Fluorine Gas - p. 339 22. 13. Synthesis of Fluorinated Nitrogen-Containing Compounds Through Superelectrophilic Activation in Superacid HF/SbF5 - p. 349 23. 1. Introduction - p. 350 24. 2. Hydrofluorination of CC Double Bond in Superacid HF/SbF5 - p. 353 25. 3. Hydrofluorination of CC Triple Bond in Superacid HF/SbF5 - p. 362 26. 4. Cyclization and Cyclization/Fluorination in Superacid HF/SbF5 - p. 367 27. 5. Halofluorination of Unsaturated Nitrogen-Containing Substrates in Superacid HF/SbF5 - p. 370 28. 6. Exploitation of Superacid-Catalyzed Hydrofluorination of Unsaturated Amines in Superacid HF/SbF5 for Bioorganic Studies - p. 373 29. 7. Conclusion - p. 376 30. 14. Visible Light–Induced (Per)fluoroalkylation by Photoredox Catalysis - p. 389 31. 15. Synthesis of Side Chain Fluorinated Amino Acids and Their Effects on the Properties of Peptides and Proteins - p. 427 32. 16. Ionic Liquids and Polymers for Battery and Fuel Cells - p. 465 33. 17. Strategic Incorporation of Fluorine for Drug Discovery and Development - p. 499 34. 18. Telomerization Reaction of 3,3,3-Trifluoropropene - p. 533 35. 19. High Oxidation States in Transition Metal Fluorides - p. 561 36. 20. Photochemical Syntheses of Fluorides in Liquid Anhydrous Hydrogen Fluoride - p. 587 37. 21. Sol–Gel Synthesis of Metal Fluorides: Reactivity and Mechanisms - p. 609 38. 22. Solution-Based Synthesis of Nano-Sized TiO2 Anatase in Fluorinating Media - p. 651 39. 23. Ionic Liquid Materials Based on Fluoroanions - p. 671 40. 24. Reactivity of Surface Fluorinated TiO2 and TiAl Particles - p. 697 41. 25. Chemical and Electrochemical Stability of Copper in Molten KF-2HF - p. 719 42. Index - p. 739
