Structural Theory Of Organic Chemistry

0 Topicsin CurrentChemistry Fortschritte der Chemischen Forschung Structural Theory of Organic Chemistry N. D. Epiotis W. R. Cherry S. Shaik R. Yates F. Bernardi Springer-Verlag Berlin Heidelberg New York 1977 Nicolaos D. Epiotis William R. Cherry Sason Shaik Ronald L. Yates Department of Chemistry, University of Washington, Seattle Washington, 98195 U.S.A. Fernando Bernardi Istituto di Chimica Organica, Universita di Bologna, Italy This series presents critical reviews of the present position and future trends in m o d e m chemical research. It is addressed 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 3-540-08099-6 Springer-Verlag Berlin Heidelberg New York ISBN 0-387-08099-6 Springer-Verlag New York Heidelberg Berlin Library of Congress Cataloging in Publication Data. Main entry under title: Structural theory of organic chemistry. (Topics in current chemistry ; 70). Incindes indexes. 1. Molecular orbitals. 2. Chemistry, Physical organic. I. Epiotis, N. D., 1944- II. Series. QD1.F58 vol. 70 [QD461] 540'.8s [547'.1'28] 76-57966 This work is subject to copyright. All rights are reserved, whether the whole or part of the material is concerned~ specifically those of translation, reprinting, re-use of illustrations, broadcasting, reproduction by photocopying machine or similar means, and storage in data banks. Under § 54 of the German Copyright Law where copies are made for other than private use, a fee is payable to the publisher, the amount of the fee to be determined by agreement with the publisher. © by Springer-Verlag Berlin Heidelberg 1977 Printed in Germany The use of 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 and printing: Schwetzinger Verlagsdruckerei GmbH, 6830 Schwetzingen. Bookbinding: Konrad Triltsch, Graphischer Betrieb, 8700 Wiirzburg Editorial Board: Prof. Dr. Michael J. S. Dewar Department of Chemistry, The University of Texas Austin, TX 78712, USA Prof. Dr. Klaus Harrier Institut fiir Organische Chemic der TH Petersenstral3e 15, D-6100 Darmstadt Prof. Dr. Edgar Heilbronner Physikalisch-Chemisches Institut der Universit/it KlingelbergstraBe 80, CH-4000 Basel Prof. Dr. Sh6 Itd Department of Chemistry, Tohoku University, Sendai, Japan 980 Prof. Dr. Jean-Marie Lehn lnstitut de Chimie, Universit6 de Strasbourg, 4, rue Blaise Pascal, B. P. 296/R8, F-67008 Strasbourg-Cedex Prof. Dr. Kurt Niedenzu University of Kentucky, College of Arts and Sciences Department of Chemistry, Lexington, KY 40506, USA Prof. Dr. Klaus Sch~fer Instimt fiir Physikalische Chemic der Universit/it Im Neuenheimer Feld 7, D-6900 Heidelberg 1 Prof. Dr. Georg Wittig Institut fiir Organische Chemic der Universit/it Im Neuenheimer Feld 270, D-6900 Heidelberg 1 Managing Editor: Dr. Friedrich L. Boschke Springer-Vedag, Postfach 105 280, D-6900 Heidelberg 1 Springer-Verlag Postfach 105 280 • D-6900 Heidelberg 1 Telephone (0 62 21) 4 87-1 • Telex 04-61723 Heidelberger Platz 3 • D-1000 Berlin 33 Telephone (0 30) 82 20 01 • Telex 01-83319 Springer-Verlag New York Inc. 175, Fifth Avenue • New York, NY 10010 Telephone 673-26 60 Preface While MO theory has had a profound impact on the way in which chemists think about re