Electrochemical Reactions and Mechanisms in Organic Chemistry

1st Edition

Authors: J. Grimshaw
Hardcover ISBN: 9780444720078
eBook ISBN: 9780080530727
Imprint: Elsevier Science
Published Date: 1st December 2000
Page Count: 416
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Electrochemical reactions make significant contributions to organic synthesis either in the laboratory or on an industrial scale. These methods have the potential for developing more "green" chemical synthesis. Over recent years, modern investigations have clarified the mechanisms of important organic electrochemical reactions. Progress has also been made in controlling the reactivity of intermediates through either radical or ionic pathways. Now is the time to gather all the electrochemical work into a textbook.

As an essential addition to the armory of synthetic organic chemists, electrochemical reactions give results not easily achieved by many other chemical routes. This book presents a logical development of reactions and mechanisms in organic electrochemistry at a level suited to research scientists and final year graduate students. It forms an excellent starting point from which synthetic organic chemists, in both academia and industry, can appreciate uses for electrochemical methods in their own work. The book is also a reference guide to the literature.


Synthetic organic chemists in academia and industry, electrochemists, research scientists and final year graduate chemistry students.

Table of Contents

1. Electrochemical Oxidation and Reduction of Organic Compounds. General Technique. Anode and Cathode Materials. Kinetics of Electron Transfer. Analytical and Spectroscopic Techniques. Pulse Radiolysis. 2. Oxidation of Alkanes, Haloalkanes and Alkenes. Radical-Cations. Oxidation of Alkanes. Oxidation of Haloalkanes. Oxidation of Alkenes. Intramolecular Cyclization. Electrochemically Generated Reagents for Alkenes. 3. Alkenes and Conjugated Alkenes, Reduction. Alkenes and Phenylalkenes. Alkene Radical-Anions as Nucleophiles. Activated Alkenes - Introduction. Activated Alkenes - Dimerization in Aprotic Media. Activated Alkenes - Dimerization in Protic Media. &agr;, &bgr;-Unsaturated Aldehydes and Ketones. Intramolecular Cyclization. Mixed Hydrocoupling Reactions. Asymmetric Reduction. Electrocatalytic Hydrogenation. 4. Reductive Bond Cleavage Processes - I. Dissociative Electron Transfer. Reduction of Alkyl and Benzyl Halides. Reactions of the Trichloremethyl Group. Reductive Cyclization of &agr;, &ohgr;-Dihaloalkanes. Alkenes from 1,2-Dibromides and Related Compounds. Reduction of Aryl Halides. Electrochemically Induced SRN1 Reaction. Electrochemically Induced Radical Cyclization Reactions of Aryl Halides. Carbon-Halogen Bond Reactions Catalysed by the Anode Material. Carbon-Halogen Bond Reactions Catalysed by Ni, Co and Pd Complexes. Reactions with Carbon Dioxide. 5. Reductive Bond Cleavage Processes - II. Introduction. Carbon-Oxygen Bond Cleavage. Quaternary Ammonium Salts. Quaternary Phosphonium and Arsonium Salts. Carbon-Sulphur and Related Bond Cleavage. Cleavage Assisted by an Adjacent Carbonyl Function. Carbon-Carbon Bond Cleavage. The Abnormal Clemmensen Reaction. 6. Oxidation of Aromatic Rings. Radical-Cations. Oxidative Substitution Reactions. Oxidation of Phenols. Intramolecular Cyclization Processes. Oxidation of Anilines. Oxidation of Aromatic


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© Elsevier Science 2000
Elsevier Science
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About the Author

J. Grimshaw

Affiliations and Expertise

School of Chemistry, Queen's University, Belfast BT9 5AG, Northern Ireland