Arene Chemistry Reaction Mechanisms and Methods for Aromatic Compounds [Hardcover]

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

LIST OF CONTRIBUTORS xxi

PREFACE xxv

PART I ELECTROPHILIC AROMATIC SUBSTITUTION 1

1 Electrophilic Aromatic Substitution: Mechanism 3
Douglas A. Klumpp

1.1 Introduction, 3

1.2 General Aspects, 4

1.3 Electrophiles, 4

1.4 Arene Nucleophiles, 12

1.5 π‐Complex Intermediates, 17

1.6 σ‐Complex or Wheland Intermediates, 22

1.7 Summary and Outlook, 27

Abbreviations, 27

References, 28

2 Friedel–Crafts Alkylation of Arenes in Total Synthesis 33
Gonzalo Blay, Marc Montesinos‐Magraner, and José R. Pedro

2.1 Introduction, 33

2.2 Total Synthesis Involving Intermolecular FC Alkylations, 34

2.2.1 Synthesis of Coenzyme Q10, 34

2.2.2 Total Synthesis of (±)‐Brasiliquinone B, 35

2.2.3 Syntheslã$