Schill / Blomquist Catenanes, Rotaxanes, and Knots

1. Auflage 2013
ISBN: 978-1-4832-7566-6
Verlag: Elsevier Science & Techn.
Format: PDF
Kopierschutz: 1 - PDF Watermark

E-Book, Englisch, 204 Seiten, Web PDF

Organic Chemistry, Volume 22: Catenanes, Rotaxanes, and Knots provides information pertinent to the synthesis of catenanes and rotaxanes. This book discusses the manner of interaction between the molecular subunits in catenanes in the solid, liquid, and gaseous states. Organized into 19 chapters, this volume begins with an overview of the idea of synthesizing molecules composed of separate entities that are mechanically connected to one another. This text then examines the stereochemistry and the other physical and chemical properties related to the mechanical connections in these compounds. Other chapters consider the determination of the absolute configuration of catenanes by extension of the Cahn-Ingold-Prelog rules. This book discusses as well the bond that mechanically connects the catenated rings. The final chapter deals with the model studies of the synthesis of knots, double wound rotaxanes, and higher linear catenanes. This book is a valuable resource for chemists, students, and research workers.

Autoren/Hrsg.

Schill, Gottfried

Blomquist, Alfred T.

Inhaltsverzeichnis

1;Front Cover;1
2;Catenanes, Rotaxanes, and Knots;4
3;Copyright Page;5
4;Table of Contents;6
5;Preface;10
6;Chapter 1. History;14
6.1;Text;14
7;Chapter 2. Chemical Topology;18
7.1;Text;18
8;Chapter 3. Nomenclature of Catenanes and Rotaxanes;20
8.1;Text;20
9;Chapter 4. Stereochemistry of Catenanes, Rotaxanes, and Knots;24
9.1;4.1. Catenanes;24
9.2;4.2. Rotaxanes;27
9.3;4.3. Knots;28
10;Chapter 5. Absolute Configuration;30
10.1;Text;30
11;Chapter 6. Naturally Occurring Catenanes;32
11.1;Text;32
12;Part 1: [2]-Catenanes;36
12.1;Chapter 7. Methods for the Synthesis of Catenanes and Ring Size Requirements;38
12.1.1;7.1. Statistical Methods;39
12.1.2;7.2. Directed Syntheses;42
12.1.3;7.3. Möbius Strips;44
12.2;Chapter 8. Investigations of the Statistical Syntheses of Catenanes;47
12.2.1;8.1. Scheme 1;47
12.2.2;8.2. Scheme 2;51
12.2.3;8.3. Scheme 3;75
12.2.4;8.4. Scheme 4;75
12.2.5;8.5. Scheme 5;78
12.3;Chapter 9. Investigations of the Directed Syntheses of [2]-Catenanes;90
12.3.1;9.1. Triansa Compounds from 2,5-Diaminohydroquinone Polymethylene Ethers;90
12.3.2;9.2. Stereochemistry of Di- and Triansa Compounds;100
12.3.3;9.3. Investigations of the Cleavage of Triansa Compounds from 2,5-Diaminohydroquinone Polymethylene Ethers;102
12.3.4;9.4. Cleavable Diansa Compounds as Model Compounds and as Starting Materials for Catenanes and Rotaxanes;104
12.3.5;9.5. Diansa Compounds from 5-Aminobenzodioxoles Having Long-Chain .-Substituted Alkyl Substrates;121
12.3.6;9.6. Precatenanes from the Cyclization of 5-Aminobenzodioxole Diansa Compounds Having .-Substituted Long-Chain Alkyl Substrates;123
12.3.7;9.7. Synthesis of Precatenanes by the Attachment of Two Additional Bridges to a 3,5-Polymethylene Catechol;125
12.3.8;9.8. Catenanes from 5-Aminobenzodioxole Triansa Compounds;127
12.3.9;9.9. Diansa Compounds from 4,7-Dialkyl-5-amino-6-methoxybenzo-dioxoles;131
12.4;Chapter 10. The Mass Spectrum of Catenanes;134
12.4.1;Text;134
13;Part 2: [3]-Catenanes;136
13.1;Chapter 11. Methods for Synthesis of [3]-Catenanes;138
13.1.1;11.1. Procedure 1;138
13.1.2;11.2. Procedure 2;140
13.2;Chapter 12. Investigations of the Synthesis of [3]-Catenanes according to Procedure 1;141
13.2.1;12.1. Preliminary Investigations;141
13.2.2;12.2. Synthesis;142
13.3;Chapter 13. Investigations of the Synthesis of [3]-Catenanes according to Procedure 2;145
13.3.1;13.1. Preliminary Investigations;145
14;Part 3: [2]-Rotaxanes;152
14.1;Chapter 14. Methods for the Synthesis of Rotaxanes;154
14.1.1;14.1. Statistical Methods;154
14.1.2;14.2. Directed Synthesis;157
14.2;Chapter 15. Investigations of the Statistical Syntheses of Rotaxanes;158
14.2.1;15.1. Scheme 1;158
14.2.2;15.2. Scheme 2;161
14.3;Chapter 16. Directed Synthesis of Rotaxanes;164
14.3.1;16.1. Synthesis of Molecular Subunits of Rotaxanes;166
15;Part 4: Knots, Double Wound Catenanes and Rotaxanes, and Higher Linear Catenanes;168
15.1;Chapter 17. Concepts of Syntheses;170
15.1.1;17.1. Concept for the Synthesis of a Knot;170
15.1.2;17.2. Concept for the Synthesis of Double Wound Catenanes and Rotaxanes;172
15.1.3;17.3. Concept for the Synthesis of Higher Linear Catenanes;175
15.2;Chapter 18. Investigations of the Synthesis of Knots, Double Wound Catenanes and Rotaxanes, and Higher Linear Catenanes;177
15.2.1;18.1. Model Investigations;177
15.3;Chapter 19. Tables of Compounds;179
16;BIBLIOGRAPHY;189
17;Author Index;196
18;Subject Index;202