Arene Chemistry: Reaction Mechanisms and Methods for Aromatic Compounds Hardcover 992 pages, 32 chapters  (America, Asia: December 2015; Europe, Africa:  January 2016) by Jacques Mortier (Editor) ISBN-13: 978-1118752012 ISBN-10: 1118752015 1st Edition (WileyAmazon). See Preface    front matter

Organized to enable students and synthetic chemists to understand and expand on aromatic reactions covered in foundation courses, the book offers a thorough and accessible mechanistic explanation of aromatic reactions involving arene compounds.

•    Surveys methods used for preparing arene compounds and their transformations
•    Connects reactivity and methodology with mechanism
•    Helps readers apply aromatic reactions in a practical context by designing syntheses
•    Provides essential information about techniques used to determine reaction mechanisms

Arenes, or aromatic compounds, have tremendous importance in industrial chemical applications – used across such diverse industries as pharmaceuticals, dyes, and polymers. Given the utility of aromatic reactions, there is real need for a book focusing on mechanisms and strategies for aromatic reactions.

Stepping up to meet that demand, Arene Chemistry: Reaction Mechanisms and Methods for Aromatic Compounds surveys the main methods used for preparing these compounds and their transformations. Organized to enable students and synthetic chemists to understand and expand on aromatic reactions, the book helps those readers apply aromatic reactions in a practical context by designing syntheses. The book has 10 parts, divided into 32 chapters organized according to the types of mechanisms rather than by the conditions under which a reaction is executed. The topics covered include electrophilic aromatic substitution, nucleophilic aromatic substitution, aryne chemistry, reduction, oxidation, and dearomatization reactions, aromatic rearrangement reactions, transition metal mediated coupling, C-H bond functionalization, directed metalation and photochemical reactions, and biotransformations.

Featuring the perspectives and expertise of leading researchers from around the world, Arene Chemistry offers a valuable reference and resource for the organic chemistry community. Key benefits include:

• A thorough and accessible mechanistic explanation of aromatic reactions of arene compounds
• Connection of reactivity and methodology with mechanism
• Essential information about techniques used to determine reaction mechanisms
• Synthetic applications

Table of Contents

Part 1. Electrophilic Aromatic Substitution

1. Electrophilic Aromatic Substitution. Mechanism (Douglas A. Klumpp)

2. Friedel-Crafts Alkylation of Arenes in Total Synthesis (Gonzalo Blay, Marc Montesinos-Magraner and José R. Pedro)

3. Catalytic Friedel-Crafts Acylation Reactions (Giovanni Sartori, Raimondo Maggi, and Veronica Santacroce)

4. The Use of Quantum Chemistry for Mechanistic Analyses of SEAr Reactions (Tore Brinck and Magnus Liljenberg)

5. Catalytic Enantioselective Electrophilic Aromatic Substitutions (Marco Bandini)

Part 2. Nucleophilic Aromatic Substitution

6. Nucleophilic Aromatic Substitution.  An Update Overview (Michael R. Crampton)

7. Theoretical and Experimental Methods for the Analysis of Reaction Mechanisms in SNAr Processes. Fugality, Philicity and Solvent Effects (Renato Contreras, Paola R. Campodónico, and Rodrigo Ormazábal-Toledo)

8. Asymmetric Nucleophilic Aromatic Substitution (Anne-Sophie Castanet, Anne Boussonnière and Jacques Mortier)

9. Homolytic Aromatic Substitution (Roberto A. Rossi, María E. Budén, and Javier F. Guastavino)

10. Radical-Nucleophilic Aromatic Substitution (Roberto A. Rossi, Javier F. Guastavino and María E. Budén )

11. Nucleophilic Substitution of Hydrogen in Electron-Deficient Arenes (Mieczyslaw Makosza)

Part 3. Aryne Chemistry

12. The Chemistry of Arynes. An Overview (Roberto Sanz and Anisley Suárez)

Part 4. Reduction, Oxidation and Dearomatization Reactions

13. Reduction/Hydrogenation of Aromatic Rings (Francisco Foubelo and Miguel Yus)

14. Selective Oxidation of Aromatic Rings (Oxana A. Kholdeeva)

15. Dearomatization Reactions. An Overview (F. Christopher Pigge)

Part 5. Aromatic Rearrangements

16. Aromatic Compounds via Pericyclic Reactions (Sethuraman Sankararaman)

17. Ring-Closing Metathesis: Synthetic Routes to Carbocyclic Aromatic Compounds using Ring-Closing Alkene and Enyne Metathesis (Charles B. De Koning and Willem A. L. Van Otterlo)

18. Aromatic Rearrangements in which the Migrating Group Migrates to the Aromatic Nucleus. An Overview (Timothy J. Snape)

Part 6. Transition Metal Mediated Coupling

19. Transition Metal Mediated Carbon-Carbon Cross Coupling (Anny Jutand and Guillaume Lefèvre)

20. Transition-Metal-Mediated Carbon-Heteroatom Cross-Coupling (C-N, C-O, C-S, C-Se, C-Te, C-P, C-As, C-Sb and C-B Bond Forming Reactions). An Overview (Masanam Kannan, Mani Sengoden and Tharmalingam Punniyamurthy)

21. Transition-Metal-Mediated Aromatic Ring Construction (Ken Tanaka)

22. Ar-C Bond Formation by Aromatic Carbon-Carbon ipso-Substitution Reaction (Maurizio Fagnoni and Sergio M. Bonesi)

Part 7. C-H Functionalization

23. Chelate-Assisted Arene C-H Bond Functionalization (Marion H. Emmert and Christopher J. Legacy)

24. Reactivity and Selectivity in Transition Metal-Catalyzed, Non-Directed Arene Functionalizations (Dipannita Kalyani and Elodie Marlier)

25. C-H Bond Activation Catalysed by Transition Metal Complexes: Synergy between Experiment and Theory (Amalia Isabel Poblador Bahamonde)

Part 8. Directed Metalation Reactions

26. Directed Metalation of Arenes with Organolithiums, Lithium Amides, and Superbases (Frédéric Leroux and Jacques Mortier)

27. Deprotonative Metalation Using Alkali Metal-Non Alkali Metal Combinations (F Chevallier, Florence Mongin, Ryo Takita and Masanobu Uchiyama)

28. The Halogen-Metal Interconversion and Related Processes (M = Li, Mg) (Armen Panossian and Frédéric R. Leroux)

Part 9. Photochemical Reactions

29. Aromatic Photochemical Reactions (Norbert Hoffmann and Emmanuel Riguet)

30. Photochemical Bergman Cyclization and Related Reactions (Rana K. Mohamed, Kemal Kaya and Igor V. Alabugin)

31. Photo-Fries Reaction and Related Processes (Francisco Galindo, M. Consuelo Jiménez and Miguel Angel Miranda)

Part 10. Biotransformations

32. Biotransformations of Arenes. An Overview (Simon Lewis)

Product Details

  • Hardcover: 992 pages
  • Publisher: Wiley; 1 edition (December 14, 2015)
  • Language: English
  • ISBN-10: 1118752015
  • ISBN-13: 978-1118752012
  • Product Dimensions: 5.9 x 0.6 x 9.8 inches
  • Shipping Weight: 1.5 pounds (View shipping rates and policies)
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