Catenanes, Rotaxanes, and Knots

1st Edition - January 1, 1971
Author: Gottfried Schill
Editor: Alfred T. Blomquist
Language: English
eBook ISBN:
9 7 8 - 1 - 4 8 3 2 - 7 5 6 6 - 6

Organic Chemistry, Volume 22: Catenanes, Rotaxanes, and Knots provides information pertinent to the synthesis of catenanes and rotaxanes. This book discusses the manner of… Read more

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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.

Preface 1. History Text 2. Chemical Topology Text 3. Nomenclature of Catenanes and Rotaxanes Text 4. Stereochemistry of Catenanes, Rotaxanes, and Knots 4.1. Catenanes 4.2. Rotaxanes 4.3. Knots 5. Absolute Configuration Text 6. Naturally Occurring Catananes Text[2]-Catenanes 7. Methods for the Synthesis of Catenanes and Ring Size Requirements 7.1. Statistical Methods 7.2. Directed Syntheses 7.3. Möbious Strips 8. Invistigations of the Statistical Syntheses of Catenanes 8.1. Scheme 1 8.2. Scheme 2 8.3. Scheme 3 8.4. Scheme 4 8.5. Scheme 5 9. Investigations of the Directed Syntheses of [2]-Catenanes 9.1. Triansa Compounds from 2,5-Diaminohydroquinone Polymethylene Ethers 9.2. Stereochemistry of Di- and Triansa Compounds 9.3. Investigations of the Cleavage of Triansa Compounds from 2,5-Diaminohydroquinone Polymethylene Ethers 9.4. Cleavable Diansa Compounds as Model Compounds and as Starting Materials for Catenanes and Rotaxanes 9.5. Diansa Compounds from 5-Aminobenzodioxoles Having Long-Chain ω-Substituted Alkyl Substrates 9.6. Precatenanes from the Cyclization of 5-Aminobenzodioxole Diansa Compounds Having ω-Substituted Long-Chain Alkyl Substrates 9.7. Synthesis of Precatenanes by the Attachment of Two Additional Bridges to a 3,5-Polymethylene Catechol 9.8. Catenanes from 5-Aminobenzodioxole Triansa Compounds 9.9. Diansa Compounds from 4,7-Dialkyl-5-amino-6-methoxybenzodioxoles 10. The Mass Spectrum of Catenanes Text[3]-Catenanes 11. Methods for Synthesis of [3]-Catenanes 11.1. Procedure 1 11.2. Procedure 2 12. Investigations of the Synthesis of [3]-Catenanes According to Procedure 1 12.1. Preliminary Investigations 12.2. Synthesis 13. Investigations of the Synthesis of [3]-Catenanes According to Procedure 2 13.1. Preliminary Investigations[2]-Rotaxanes 14. Methods for the Synthesis of Rotaxanes 14.1. Statistical Methods 14.2. Directed Synthesis 15. Investigations of the Statistical Synthesis of Rotaxanes 15.1. Scheme 1 15.2. Scheme 2 16. Directed Synthesis of Rotaxanes 16.1. Synthesis of Molecular Subunits of RotaxanesKnots, Double Wound Catenanes and Rotaxanes, and Higher Linear Catenanes 17. Concepts of Synthesis 17.1. Concept for the Synthesis of a Knot 17.2. Concept for the Synthesis of Double Wound Catenanes and Rotaxanes 17.3. Concept for the Synthesis of Higher Linear Catenanes 18. Investigations of the Synthesis of Knots, Double Wound Catenanes and Rotaxanes, and Higher Linear Catenanes 18.1. Model Investigations 19. Tables of CompoundsBibliographyAuthor IndexSubject Index