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Reactive Intermediates in Organic Chemistry: Structure, Mechanism, and Reactions

Reactive Intermediates in Organic Chemistry: Structure, Mechanism, and Reactions

Maya Shankar Singh

ISBN: 978-3-527-67827-3

Jan 2014

296 pages

$68.99

Description

Most reactions in organic chemistry do not proceed in a single step but rather take several steps to yield the desired product. In the course of these multi-step reaction sequences, short-lived intermediates can be generated that quickly convert into other intermediates, reactants, products or side products. As these intermediates are highly reactive, they cannot usually be isolated, but their existence and structure can be proved by theoretical and experimental methods. Using the information obtained, researchers can better understand the underlying reaction mechanism of a certain organic transformation and thus develop novel strategies for efficient organic synthesis.

The chapters are clearly structured and are arranged according to the type of intermediate, providing information on the formation, characterization, stereochemistry, stability, and reactivity of the intermediates. Additionally, representative examples and a problem section with different levels of difficulty are included for self-testing the newly acquired knowledge.

By providing a deeper understanding of the underlying concepts, this is a musthave reference for PhD and Master Students in organic chemistry, as well as a valuable source of information for chemists in academia and industry working in the field. It is also ideal as primary or supplementary reading for courses on organic chemistry, physical organic chemistry or analytical chemistry.
Preface

INTRODUCTION
Reaction Mechanism and Reaction Arrows
Properties and Characteristics of a Reaction
Summary

CARBOCATIONS
Introduction
History
Sturctures and Geometry of Carbocations
Generation of Carbocation
Carbocation Stability
Detection of Carbocations
Fate of Carbocations
Nonclassical Carbocations
Radical Cations
Summary

CARBANIONS
Structure and Geometry of Carbanions
Generation of Carbanions
Stability of Carbanions
Reactions of Carbanions
Enolate Reactions with Carbonyl Groups
Rearrangements of Carbanions
Chiral Carbanions
Carbanions and Tautomerism
Summary

RADICALS
Introduction
Detection and Characterization of Radicals
Structure and Bonding of Radicals
Generation of Free Radicals
Stability of Radicals
Reactions of Free Radicals
Stereochemistry of Radical Reactions
Biradicals
Summary

CARBENES
Structure and Geometry of Carbenes
Generation of Carbenes
Reactions of Carbenes
Carbenes and Carbene Ligands in Organometallic Chemistry
Summary

NITRENES
Introduction
Structure and Reactivity
Generation of Nitrenes
Reactions of Nitrenes
Summary

MISCELLANEOUS INTERMEDIATES
Arynes
Ketenes and Cumulenes
ortho-Quinone Methides
Zwitterions and Dipoles
Antiaromatic Systems
Tetrahedral Intermediates
Summary

Index