Organometallic Reaction Mechanisms Of The Nontransition Elements

Preface Chapter 1 Bonding, Structure, and Potential Energy Surfaces I. Introduction II. Carbon-Metal Bonds III. Three-Center Bonds IV. Potential Energy Surfaces References Chapter 2 Electrophilic Displacement: NMR Studies of Metal Exchange I. Introduction II. Principles of NMR Line Broadening ΙII. Group III IV. Group II V. Lithium VI. Group IV References Chapter 3 Electrophilic Displacement: Replacements of Metal Cations I. Transition State Models II. Mercury(II) Electrophiles III. Halogen Electrophiles IV. The Proton as Electrophile or Electrofuge V. Group IV and V Electrophiles with Grignard and Related Reagents ReferencesChapter 4 Electrophilic Displacement Involving Neighboring Sites I. Introduction II. Migrations to Electron-Deficient Oxygen or Nitrogen III. Migrations to Electron-Deficient Carbon IV. Migrations of Group VI and VII Anions from Boron to Carbon V. Migrations of Silicon from Carbon to Oxygen VI. Cyclopropane Openings and Closings VII. Electrophilic Displacements with Allylic Rearrangement ReferencesChapter 5 Polar 1, 2-Additions and Eliminations I. Introduction II. Carbon-Metal Hyperconjugation III. Oxymercuration and Oxythallation IV. Group IV Halide and Related Eliminations V. Boron Halide Eliminations VI. Hydroboration VII. Hydralumination VIII. Metal Alkyl Additions to Double Bonds ReferencesChapter 6 Carbene Transfer Agents, Carbenes, and Related Topics I. Introduction II. Methylene Transfer Reagents III. Dihalocarbenes IV. Silenes and Fluoroborene ReferencesChapter 7 Free-Radical and Photochemical Reactions I. Introduction II. Principles of Radical Chemistry III. Replacements of Metal Atoms IV. Lithium and Sodium Compounds and CIDNP V. Silyl and Stannyl Radicals VI. Neighboring Metal Atoms in Carbon Radicals VII. Photochemistry ReferencesChapter 8 Free Metals and Metal Anions I. Introduction II. Mercury Atoms and Mercury Surfaces III. Thallium and Lead Compounds IV. Formation of Grignard and Lithium Reagents V. Organocopper Chemistry VI. Group IV Anions VII Notes on Some Topics Not Covered VIII. Prognosis for Future Research References Author IndexSubject Index