Molecular Engineering for Advanced Materials PDF
Preview Molecular Engineering for Advanced Materials
Molecular Engineering for Advanced Materials NATO ASI Series Advanced Science Institutes Series A Series presenting the results of activities sponsored by the NATO Science Committee, which aims at the dissemination of advanced scientific and technological knowledge, with a view to strengthening links between scientific communities. The Series is published by an international board of publishers in conjunction with the NATO Scientific Affairs Division A Life Sciences Plenum Publishing Corporation B Physics London and New York C Mathematical and Physical Sciences Kluwer Academic Publishers D Behavioural and Social Sciences Dordrecht, Boston and London E Applied Sciences F Computer and Systems Sciences Springer-Verlag G Ecological Sciences Berlin, Heidelberg, New York, London, H Cell Biology Paris and Tokyo I Global Environmental Change PARTNERSHIP SUB-SERIES 1. Disarmament Technologies Kluwer Academic Publishers 2. Environment Springer-Verlag 3. High Technology Kluwer Academic Publishers 4. Science and Technology Policy Kluwer Academic Publishers 5. Computer Networking Kluwer Academic Publishers The Partnership Sub-Series incorporates activities undertaken in collaboration with NATO's Cooperation Partners, the countries of the CIS and Central and Eastern Europe, in Priority Areas of concern to those countries. NATO-PCO-DATA BASE The electronic index to the NATO ASI Series provides full bibliographical references (with keywords and/or abstracts) to more than 30000 contributions from international scientists published in all sections of the NATO ASI Series. Access to the NATO-PCO-DATA BASE is possible in two ways: - via online FILE 128 (NATO-PCO-DATA BASE) hosted by ESRIN, Via Galilee Galilei, 1-00044 Frascati, Italy. - via CD-ROM "NATO-PCO-DATA BASE" with user-friendly retrieval software in English, French and German(© WTV GmbH and DATAWARE Technologies Inc. 1989). The CD-ROM can be ordered through any member of the Board of Publishers or through NATO PCO, Overijse, Belgium. Series C: Mathematical and Physical Sciences-Vol. 456 Molecular Engineering for Advanced Materials edited by Jan Becher Department of Chemistry, University of Odense, Odense, Denmark and Kjeld Schaumburg CISMI, Department of Chemistry, University of Copenhagen, Copenhagen,Denma~ Springer-Science+Business Media, B.V. Proceedings of the NATO Advanced Research Workshop on Molecular Engineering for Advanced Materials Hindsgavl, Denmark May7-11,1994 A C.I.P. Catalogue record for this book is available from the Library of Congress. ISBN 978-90-481-4521-8 ISBN 978-94-015-8575-0 (eBook) DOI 10.1007/978-94-015-8575-0 Printed an acid-free paper AII Rights Reserved © 1995 Springer Science+Business Media Dordrecht Originally published by Kluwer Academic Publishers in 1995 Softcover reprint of the hardcover 1s t edition 1995 No part of the material protected by this copyright notice may be reproduced or utilized in any form or by any means, electronic or mechanical, including photo copying, recording or by any information storage and retrieval system, without written permission from the copyright owner. This book contains the proceedings of a NATO Advanced Research Workshop held within the programme of activities of the NATO Special Programme on Supramolecular Chemistry as part of the activities of the NATO Science Committee. Other books previously published as a result of the activities of the Special Programme are: WIPFF, G. (Ed.), Computational Approaches in Supramolecular Chemistry. (ASIC 426) 1994. ISBN 0-7923-2767-5 FLEISCHAKER, G.R., COLONNA, S. and LUISI, PL. (Eds.), Self-Production of Supramolecular Structures. From Synthetic Structures to Models of Minimal Living Systems. (ASIC 446) 1994. ISBN 0-7923-3163-X FABBRIZZI, L., POGGI, A. (Eds.), Transition Metals in Supramolecular Chemistry. (ASIC 448) 1994. ISBN 0-7923-3196-6 CONTENTS xi Participants Introduction xix The Self-Assembly of Redox-Active and Photo-Active Catenanes 1 and Rotaxanes Jon A. Preece, J. Fraser Stoddart Advantages of the Rotaxane Framework for the Construction 29 of Switchable Molecular Devices Richard A. Bissell, Emilio Cordova, J. Fraser Stoddart, and Angel E. Kaifer The Polyrotaxane Architecture. A New Approach to Molecular 41 Engineering Harry W. Gibson, Shu Liu, Ya Xi Shen, Mukesh Bheda, Sang-hun Lee and Feng Wang "Smart" Cascade Macromolecules 59 G.R. Newcome and G.R. Baker Tailoring Cyclodextrins for the Construction of Large Scale 77 Scale Molecular Assemblies A.W. Coleman, M. Munoz, M. Eddaoudi, H. Parrot-Lopez, P. Prognon, J-M. Valleton, A. Baszkin, S. Alexandre, F. Sommer, T. Minh-Duc and D. Wouessidjewe Cation and Anion Coordination Chemistry of Redox Active 99 Calixarene Macrocyclic Ligand Systems Paul D. Beer Functionalization and Application of Calixarenes 119 W. Verboom, R.H. Vreekamp, D.M. Rudkevich and D.N. Reinhoudt Design Principles for Engineering Conducting Discotic 147 Liquid Crystals N. Boden, R.J. Bushby. J. Clements, R. Luo and K.J. Donovan Organic Synthesis and Materials Science 159 M. Baumgarten, U. Bunz, U. Scherf and K. MUllen vii viii New Aspects of Heterocyclic Annulene Chemistry 189 M.P. Cava and Z. Hu Electrochemical Properties of Fullerenes and Fulerene 199 Derivatives: A Possible Route to Endohedral Complexes Luis Echegoyen, Francisco Arias and Qingshan Xie Photoinduced Electron Transfer in Bis-Porphyrin-Stoppered 215 [2)-Rotaxanes J-C. Chambron, S. Chardon-Noblat, A. Harriman, V. Heitz and J-P. Sauvage New Materials Based on Highly-Functionalised Tetrathiafulvalene 235 Derivatives M.R. Bryce, A.S. Batsanov, W. Devonport, J.N. Heaton, J.A.K. Howard, G.J. Marshallsay, A.J. Moore, P.J. Skabara and S. Wegener Design, Synthesis and Properties of Exotic Tetrathiafulvalenes 251 A. Robert and D. Lorey Novel TTF Derivatives as Components for Conducting CT Complexes 277 J.Y. Becker, E. Aqad, J. Bernstein, A. Ellern, V. Khodorkovsky, T. Regev, L. Shahal, L. Shapiro and C-S. Wang Tetrathiafulvalenes with Extended Conjugation 295 E. Fanghanel, N. Beye, R. Wegner, J. Bierwisch, R. Herrmann, L. Van Hinh, B. Gabler and K. Strunk Giant Analogues of Tetrathiafulvalene: Outcome and Prospect 311 A. Gorgues, M. Jubault, A. Belyasmine, M. Salle, P. Frere, V. Morisson andY. Gouriou Unsymmetrically-Substituted Tetrathiafulvalenes (TTF) as Key 325 Intermediates in the Preparation of Functionalized TTF Derivatives M. Fourmigue, A. Dolbecq, F.C. Krebs and J. Larsen From Molecular Structures to Solid State Properties in 333 n-Charge Transfer Salts P. Delhaes New Bimetallic Tetrathiafulvalene Building Blocks and Self-Assembled, 349 Two-Dimensional Conductors Derived from Regioregular, Head-to-Tail Coupled Polythiophenes Richard D. McCullough, John A. Belot and Shawn P. Williams ix Author Index 365 367 Subject Index PARTICIPANTS Dr. Chantal Andraud Prof. Dr. P. D. Beer Ecole Normale Superieure de University of Oxford Lyon Inorganic Chemistry Stereochimie et Interactions Laboratory Moleculaires South Parks Road 46, Allee d'Italie Oxford, OXl 3QR F-69364 Lyon Cedex 07 UK France Dr. John A. Belot Mr. Emad Aqad Department of Chemistry Dept. of Chemistry Carnegie Mellon University Ben-Gurion University of 4400 Fifth Avenue the Negev Pittsburgh, PA 15213-3890 P.O.B. 653 Beer-Sheva USA Israel Dr. T. Bj0rnholm Prof. Jan Becher CISMI, Dept. of Chemistry DeprummentofChe~try University of Copenhagen University of Odense Fruebjergvej 3 Campusvej 55 DK-2100 Copenhagen DK-5230 Odense M Denmark Denmark Prof. Neville Boden Prof. K. Bechgaard Centre for Self-Organising Molecular Dept. of Solid State Physics Systems RIS0 National Laboratory University of Leeds P.O. Box 49 Leeds LS2 9JT DK-4000 Roskilde UK Denmark Prof. M. R. Bryce Prof. J. Y. Becker Department of Chemistry DepartmentofChe~try University of Durham Ben-Gurion Univ. of the South Road Negev Durham DHl 3LE P.O. B. 653 UK IL-84105 Beer-Sheva Israel xi xii Prof. Michael P. Cava Ms. Anne Dolbecq Department of Chemistry Lab. de Phys. des Solides University of Alabama Universite Paris-Sud Tuscaloosa, AL 35487-0336 Bat. 510, Centre Universitaire USA F-91405 Orsay Cedex France Dr. J.-C. Chambron Universite Louis Pasteur Prof. Luis Echegoyen Lab. de Chim. Organo-Minerale Department of Chemistry URA au CNRS 422 University of Miami Institut de Chimie P.O. Box 249118 F-67000 Strasbourg Cedex Coral Gables, FL 33124-0431 France USA Mr. Rasmus P. Clausen Prof. J. M. Fabre Department of Chemistry Lab. de Chimie Organique University of Odense Structurale USRL Campusvej 55 Place Eugene Bataillon DK-5230 Odense M F-34095 Montpellier Cedex 5 Denmark France Dr. A. W. Coleman Prof. E. Fanghcinel CNRS Institute of Organic Chemistry Centre Pharmaceutique Dept. of Chemistry F-92296 Chatenay-Malabry Martin-Luther-Univ. Halle-Wittenberg France D-06217 Merseburg, Geusaer Str. Germany Dr. Wim Dehaen Katholieke Univ. Leuven Dr. M. Fourmigue Celestynenlaan 200 F Universite Paris-Sud B-3001 Heverlee Lab. de Phys. des Solides Belgium Bat. 510, Centre Universitaire F-91405 Orsay Cedex Prof. P. Delhaes France Centre de Recherche Paul Pascal - CNRS Dr. J. Garin Avenue A" Schweitzer Dept. of Organic Chemistry, ICMA F-33600 PESSAC Cedex University of Zaragoza France E-50009 Zaragoza Spain Mr. Heinz-Josef Deussen CISMI, Dept. of Chemistry Prof. Harry W. Gibson University of Copenhagen Dept. of Chemistry Fruebjergvej 3 Vrrginia Polytechnic DK-2100 Copenhagen and State University Denmark Blacksburg, VA 24061 USA
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