Pericyclic Reactions

Pericyclic Reactions

Organic Chemistry: A Series of Monographs, Vol. 35.2

1st Edition - January 28, 1976

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  • Editors: Alan P. Marchand, Roland E. Lehr
  • eBook ISBN: 9781483218656

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Pericyclic Reactions,Volume 35-II covers the theoretical approaches to pericyclic reactions and reviews of pericyclic reactions of reactive intermediates and of particular reaction types. The book discusses some of the experimental approaches used to establish the authenticity of an apparent pericyclic reaction; the transient and observable carbocation rearrangements; and orbital symmetry interactions which are “extra” stabilizing or destabilizing. The text then describes the pericyclic reactions of cumulenes; the cheletropic reactions; the applications of frontier molecular orbital theory to pericyclic reactions. A general theoretical model accommodating concerted reaction profiles for forbidden thermal reactions is also encompassed. Chemists and people involved in the study of pericyclic reactions will find the book invaluable.

Table of Contents

  • Contents

    List of Contributors


    Contents of Volume I

    1 Carbocations

    I. General Introduction

    II. Electrocyclic Reactions

    III. Cycloaddition and Cycloreversion Reactions

    IV. Sigmatropic Reactions

    V. Pericyclic, Longicyclic, and Laticyclic Stabilization


    2 Pericyclic Reactions of Cumulenes

    I. Introduction

    II. Electronic Structure of Cumulenes

    III. [2 + 2] Cycloadditions of Ketenes to Alkenes

    IV. Ketene Dimerization

    V. Ketene-Allene Cycloadditions

    VI. [2 + 2] Cycloadditions of Allenes

    VII. [2 + 2] Cycloadditions of Ketenimines

    VIII. [2 + 2] Cycloadditions of Keteniminium Salts

    IX. [2 + 4] Cycloadditions of Cumulenes

    X. Cycloadditions of Vinylcumulenes


    3 Cheletropic Reactions

    I. Introduction

    II. Sulfolene Reactions

    III. Cheletropy in Other Systems

    IV. Conclusion


    4 Applications of Frontier Molecular Orbital Theory to Pericyclic Reactions

    I. Introduction

    II. The Development of the Frontier Molecular Orbital Method

    III. The Frontier Orbital Approximation

    IV. Practical Applications of Frontier Molecular Orbital Theory

    V. Applications to Thermal Intermolecular Cycloadditions

    VI. Applications to Thermal Intramolecular Reactions

    VII. Photochemical Pericyclic Reactions

    VIII. Conclusion


    5 Thermally Forbidden Reactions

    I. Introduction

    II. Theory

    III. Examples

    IV. Conclusions


    Author Index

    Subject Index

Product details

  • No. of pages: 342
  • Language: English
  • Copyright: © Academic Press 1976
  • Published: January 28, 1976
  • Imprint: Academic Press
  • eBook ISBN: 9781483218656

About the Editors

Alan P. Marchand

Roland E. Lehr

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