Calixarenes In Action

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A study of the class of synthetic macrocycles, called calixarenes. Rather than emphasizing the molecular properties of calixarenes, it covers in depth their supramolecular functions, demonstrating the peculiar features of calixarenes as hosts and as platforms for the synthesis of more complex reactors and catalysts. Topics include the use of calixarenes in: molecular modelling of calixarenes; non-covalent interactions; crystal engineering; cation recognition; anion recognition; supramolecular devices; new materials; self-assembly processes; and supramolecular catalysis. The book reports, for each topic, the literature critically evaluated by active researchers in the field.

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CALIXARE N ES IN ACTION This page is intentionally left blank CAUXARENES IN ACTION Editors Luigi Mandolini Universita "La Sapienza" and CNR, Roma, Italy Rocco Ungaro Universita degli Studi di Parma, Italy Imperial College Press Published by Imperial College Press 57 Shelton Street Covent Garden London WC2H 9HE Distributed by World Scientific Publishing Co. Pte. Ltd. P 0 Box 128 , Farrer Road, Singapore 912805 USA office: Suite 1B, 1060 Main Street, River Edge, NJ 07661 UK office: 57 Shelton Street, Covent Garden, London WC2H 9HE British Library Cataloguing-in-Publication Data A catalogue record for this book is available from the British Library. CALIXARENES IN ACTION Copyright 0 2000 by Imperial College Press All rights reserved. This book, or parts thereof may not be reproduced in any form or by any means, electronic or mechanical, including photocopying, recording or any information storage and retrieval system now known or to be invented, without written permission from the Publisher. For photocopying of material in this volume, please pay a copying fee through the Copyright Clearance Center, Inc., 222 Rosewood Drive, Danvers, MA 01923, USA. In this case permission to photocopy is not required from the publisher. ISBN 1-86094-194-X Printed in Singapore. CONTENTS Contributors vii Preface ix 1 1. Introduction Rocco Ungaro 2. Molecular Modeling of Calixarenes and their Host -Guest Complexes Frank C.J.M. van Veggel 3. Recognition of Neutral Molecules by Calixarenes in Solution and in Gas Phase Andrea Pochini and Arturo Arduini 11 37 4. Calixarenes in Spherical Metal Ion Recognition Alessandro Casnati and Rocco Ungaro 62 5. Calixarenes as Hosts for Quats Antonella Dalla Cort and Luigi Mandoline 85 6. Calixarene Based Anion Receptors Paul D. Beer and James B. Cooper 7. Structural Properties and Theoretical Investigation of Solid State Calixarenes and their Inclusion Complexes Franco Ugozzoli 111 144 8. Calixarenes in Thin-Film Supramolecular Materials Andrew J. Lucke and Charles J.M. Stirling 172 9. Calixarenes in Self-Assembly Phenomena Volker BShmer and Alexander Shivanyuk 203 Calixarene Based Catalytic Systems Roberta Cacciapaglia and Luigi Mandolini 241 10. 265 Subject Index V This page is intentionally left blank CONTRIBUTORS Arturo Arduini, Dipartimento di Chimica Organics e Industriale, University di Parma, 43100 Parma, Italy Paul D. Beer, Inorganic Chemistry Laboratory, University of Oxford, Oxford OX1 3QR, United Kingdom Volker BShmer, Johannes-Gutemberg-Universitiit, Fachbereich Chemie and Pharmazie, 55099 Mainz, Germany Roberta Cacciapaglia , Centro CNR sui Meccanismi di Reazione, c/o Dipartimento di Chimica, University La Sapienza, 00185 Roma, Italy Alessandro Casnati,
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