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Electrochemistry V PDF

243 Pages·1994·4.618 MB·English
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1 7 0 scipoT ni tnerruC yrtsimehC Electrochemistry V Editor: .E Steckhan With contributions by .J Bersier, E M. Bersier, L. Carlsson, .T Fuchigami, E. Steckhan, .J Yoshida With 70 Figures and 47 Tables galreV-regnirpS Berlin Heidelberg New York London Paris Tokyo Hong Kong Barcelona Budapest This series presents critical reviews of the present position and future trends in modern chemical research. It is adressed to all research and industrial chemists who wish to keep abreast of advances in their subject. As a rule, contributions are specially commissioned, The editors and publishers will, however, always be pleased to receive suggestions and supplementary information. Papers are accepted for "Topics in Current Chemistry" in English. ISBN 3-540-57729-7 Springer-Verlag Berlin Heidelberg NewYork ISBN 0-387-57729-7 Springer-Verlag NewYork Berlin Heidelberg Library of Congress Catalog Card Number 74-644622 This work is subject to copyright. All rights are reserved, whether the whole or part of the material is concerned, specifically the rights of translation, reprinting, reuse of illustrations, recitation, broadcasting, reproduction on microfilm or in any other way, and storage in data banks. Duplication of this publication or parts thereof is permitted only under the provisions of the German Copyright Law of September 9, 1965, in its current version, and permission for use must always be obtained from Springer-Verlag. Violations are liable for prosecution under the German Copyright Law. © Springer-Verlag Berlin Heidelberg 1994 Printed in Germany The use of general descriptive names, registered names, trademarks, etc. in this publication does not imply, even in the absence of a specific statement, that such names are exempt from the relevant protective laws and regulations and therefore free for general use. Typesetting: Macmillan India Ltd., Bangalore-25 Offsetprinting: Saladruck, Berlin; Bookbinding: LUderitz & Bauer, Berlin SPIN: 10101086 51/3020 - 543210 - Printedon acid-free paper Guest Editor Prof. Dr. Eberhard Steckhan Institut ftir Organische Chemie und Biochemie Gerhard-Domagk-StraBe 1 53121 Bonn, FRG Editorial Board Prof. Dr. Jack .)1 Dunitz Laboratorium fiir Organische Chemic der Eidgentissischen Hochschule UniversitiitsstraBe 6/8, CH-8006 ZUrich Prof. Dr. Klaus Hafner Institut fiir Organische Chemic der TH, Petersenstrafle 15, 64287 Darmstadt, FRG Prof. Dr. Sho Ito Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Tokushima 770, Japan Prof. Dr. Jean-Marie Lehn lnstitut de Chimie, Universit6 de Strasbourg, 1 rue Blaise Pascal, B. .P Z 296/R8, F-67008 Strasbourg-Cedex Prof. Dr. Kenneth N. Raymond Department of Chemistry, University of California, Berkeley, CA 94720, USA Prof. Dr. Charles ~1 Rees Hofman~l Professor of Organic Chemistry, Department of Chemistry, Imperial College of Science and Technology, South Kensington, London SW7 2AY, England Prof. Dr. Joachim Thiem Institut fiir Organische Chemie, Universitiit Hamburg, Martin-Luther-King-Platz 6, 20146 Hamburg, FRG Prof. .rD Fritz Vfgtle lnstitut ftir Organische Chemic und Biochemie der Universitat, Gerhard-Domagk-Stral3e ,1 53121 Bonn, FRG Preface to the Series on Electrochemistry The scope of electrochemihsatvriyn g broadened tremendously within the last ten years has become a remarkably diverse science. In the field of electroorganic synthesis, for example, selectivity has been improved by use of electrogenerated reagents, energy uptake lowered and space-time yields have been improved by using mediated reactions. In addition, electroorganic chemistry has been efficiently applied to the synthesis of key building blocks for complex molecules and has established its role as a new tool in organic synthesis. However electrochemistry has also found new and interesting applications in quite different fields of chemistry. Photo- electrochemistry, as one example, is not only valuable for transformations of organic molecules but also for the veriym portant goal of energy conversion. More insight has been gained in the processes occurring on illuminated semiconductor electrodes and micro particles. Designing the composition of electrode surfaces can lead to the selective activation of electrodes. Electrochemical sensors and techniques present new opportunities for the analysis of biological compounds in medicine and biology. Research in the field of conducting polymers is very intensive because of interesting potential applications. Therefore I am very happy that Springer-Verlag has decided to account for these important developments by introducing a series of volumes on new trends in electrochemistry within its series Topics in Current Chemistry. The guest editor is very happy and thankful that well-known experts who are actively engaged in research in these fields have agreed to contribute to the volumes. It is hoped that this collection of reviews is not only valuable to investigators in the respective fields but also to many chemists who are not so familiar with electrochemistry. Bonn, Mai 1987 Eberhard Steckhan Preface to Volume V After an intermission of 4 years, the editor of the electrochemistry series in Topics in Current Chemistry has felt the necessity to cover recent important developments in the field of organic and bioorganic electrochemistry in a fifth volume. The four contributions demonstrate typical directions of current research in organic electrochemistryw hich can be described as: Improvement of selectivity by using heteroatom functionalities - for the control of the electrochemistry and reactivity during electrochemical transformations; improvement of regio- and enantioselectivity by using electro- - enzymatic redoxreactions; environmental protection by use of electrochemical procedures. - The first two contributions deal withe lemental organic chemistry andt he demand for highly selective processes to generate complex organic compounds. In both cases, heteroatomic functionss uch as fluorine substituents or silyl groups together with oxygen, nitrogen, or sulfur functions are applied for the activation of the molecules and the introduction of selectivity. Thus, electrochemical methods for the conversion and functionalization of fluoro-organic and organosilicium compounds are described. The third contribution presents the combination of electrochemistry anedn zymatic synthesis for the selective formation of complex molecules. This quite young field of research is developing rapidly because the application of the reagent-free electrochemical procedure combined with the regio- and stereoselectivity of enzymes offers the possibility of establishing new environmentally friendly process even on a technical scale. The aspect of environmental protection by usinge lectrochemical methods is also stressed in the last contribution. Electrochemistry not only offers new methods for waste treatment (curative environ- mental protection) but even more important also the possibility of preventing waste formation by using electrochemical production processes (preventive environmental protection). In the latter case, even closed systems can be developed much easier than with other techniques. In this context, electrochemistry is a very promising field of research and future applications may be foreseen. Bonn, November 1993 Eberhard Steckhan Attention all "Topics in Current Chemistry" readers: A file with the complete volume indexes Vols.22 (1972) through 169 (1994) in delimited ASCII format is available for downloading at no charge from the Springer EARN mailbox. Delimited ASCII format can be imported into most databanks. The file has been compressed using the popular shareware program "PKZIP" (Trademark of PKware Inc., PKZIP is available from most BBS and shareware distributors). This file is distributed without any expressed or implied warranty. To receive this file send an e-mail message to: SVSERV @VAX.NTP. SPRINGER.DE The message must be:"GET/CHEMISTRY/TCC CONT.ZIP". SVSERV is an automatic data distribution system. It responds to your message. The following commands are available: HELP returns a detailed instruction set for the use of SVSERV DIR (name) returns a list of files available in the directory "name", INDEX (name) same as "DIR", CD <name> changes to directory "name", SEND <filename> invokes a message with the file "filename", GET <filename> same as "SEND". For more information send a message to: INTERNET: STUMPE @ SPINT. COMPUSERVE,COM Table of Contents Electrochemical Reactions of Fluoro Organic Compounds T. Fuchigami ...................................... 1 Electrochemical Reactions of Organosflicon Compounds J. Yoshida ........................................ 39 Electroenzymatic Synthesis E. Steckhan ....................................... 83 Electrochemistry for a Better Environment E M. Bersier, L. Carlsson, J. Bersier .................... ! 13 Author Index Volumes 151 - 170 ...................... 231 Attention all "Topics in Current Chemistry" readers: A file with the complete volume indexes Vols.22 (1972) through 169 (1994) in delimited ASCII format is available ford ownloading at no charge from the Springer EARN mailbox. Delimited ASCII format can be imported into most databanks. The file has been compressed using the popular shareware program "PKZIP" (Trademark of PKware Inc., PKZIP is available from most BBS and shareware distributors). This file is distributed without any expressed or implied warranty. To receive this file send an e-mail message to: [email protected] SPRINGER.DE The message must be:"GET/CHEMISTRY/TCC_CONT.ZIP". SVSERV is an automatic data distribution system. It responds to your message. The following commands are available: HELP returns a detailed instruction set for the use of SVSERV DIR (name) returns a list of files available in the directory "name", INDEX (name) same as "DIR", CD <name> changes to directory "name", SEND <filename> invokes a message with the file "filename", GET <filename> same as "SEND". For more information send a message to: INTERNET:STUMPE @ SPINT. COMPUSERVE.COM

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