Organometallic Reaction Mechanisms Of The Nontransition Elements

Organometallic Reaction Mechanisms Of The Nontransition Elements

1st Edition - January 28, 1974

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  • Author: Donald Matteson
  • eBook ISBN: 9780323141222

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Organometallic Reaction Mechanisms of the Nontransition Elements provides selected significant developments in organometallic reaction mechanisms and outlines a self-consistent set of interpretations of these mechanisms. This book is organized into eight chapters and begins with discussions on bonding in theoretically important types of organometallic compounds and the potential surfaces and their relation to mechanisms. This is followed by significant chapters on electrophilic displacement reactions. Polar 1,2-addition and elimination reactions are covered in a separate chapter. Radical and photochemical reactions are described in the concluding chapters of the book, including the reverse reaction involving incorporation of a free metal and an organic halide into an organometallic compound. Organic chemists and researchers will find this book invaluable.

Table of Contents

  • Preface

    Chapter 1 Bonding, Structure, and Potential Energy Surfaces

    I. Introduction

    II. Carbon-Metal Bonds

    III. Three-Center Bonds

    IV. Potential Energy Surfaces


    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


    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


    Chapter 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


    Chapter 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


    Chapter 6 Carbene Transfer Agents, Carbenes, and Related Topics

    I. Introduction

    II. Methylene Transfer Reagents

    III. Dihalocarbenes

    IV. Silenes and Fluoroborene


    Chapter 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


    Chapter 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


    Author Index

    Subject Index

Product details

  • No. of pages: 365
  • Language: English
  • Copyright: © Academic Press 1974
  • Published: January 28, 1974
  • Imprint: Academic Press
  • eBook ISBN: 9780323141222

About the Author

Donald Matteson

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