Crown Ethers and Analogous Compounds (eBook)

M. Hiraoka (Herausgeber)

eBook Download: PDF

2016 | 1. Auflage
500 Seiten
Elsevier Science (Verlag)
9781483290874 (ISBN)

Infos

Since the discovery of crown ethers by Pedersen in 1967, several thousands of crown ethers and analogous compounds have been synthesized. Their specific characteristics have been investigated and a variety of applications developed. These developments have led to new fields of chemistry called host-guest chemistry and supramolecular chemistry. This book presents the state-of-the-art of the chemistry of crown ethers and analogous compounds. The first chapter provides an orientation in the new fields of chemistry. Chapter 2 reviews advances in synthetic procedures for crown ethers and analogous compounds including azacrown ethers, thiacrown ethers, functionalized crown ethers, cryptands and others. The focus of chapter 3 is on the concept and synthetic strategies for the molecular design of new crown compounds. Chapters 4-7 are concerned with noteworthy topics in the applications of crown compounds. Chapter 4 deals with the application to ion-selective electrodes and liquid chromatography, both of which are the most important targets in the analytical application of crown compounds. One major application of crown ethers is the design and syntheses of artificial molecules which can catalyze a useful synthetic reaction in an enzyme-mimetic reaction manner, through novel non-covalent complexes. The strategies for enzymatic modelling with crown ethers are covered in chapter 5, while chapter 6 presents the principle of amine-selective colour complexation and its application. In chapter 7 switched-on crown ethers that can respond to environmental stimuli are reviewed. The final chapter is devoted to a wide-ranging discussion of developments in macrocyclic polyamine chemistry. Unlike crown ethers, macrocyclic polyamines, bearing nitrogen donor atoms which belong to a soft base, form complexes with ions of transition metals and heavy metals which are classified as soft acids. Therefore, macrocyclic polyamines are expected to have very versatile applications. Scientists in chemistry, biochemistry, physical organic chemistry, pharmaceutical chemistry and industrial chemistry will find this book a helpful summary and a stimulating contribution to research in this specialized field of crown compounds.

Inhalt

Front Cover 1
Crown Ethers and Analogous Compounds 4
Copyright Page 5
Table of Contents 12
Studies in Organic Chemistry 6
Preface 10
CONTRIBUTORS TO THIS VOLUME 14
CHAPTER 1. INTRODUCTORY REMARKS 16
1.1 CROWN ETHERS AND THE DAWN OF A NEW FIELD OF CHEMISTRY 16
1.2 ADVANCED CROWN ETHER CHEMISTRY 21
REFERENCES 29
CHAPTER 2. RECENT ADVANCES IN SYNTHESES OF CROWN COMPOUNDS 32
1. INTRODUCTION 32
2. OXYGEN CROWN ETHERS 32
3. AZACROWN ETHERS 49
4. THIACROWN ETHERS 55
5. CROWN ETHERS WITH A HETEROCYCLIC SUBUNIT 57
6. MACROCYCLIC POLYETHER LACTONES 62
7. FUNCTIONALIZED CROWN ETHERS 67
8. MISCELLANEOUS MACROCYCLES 90
9. CRYPTANDS AND RELATED COMPOUNDS 94
10. CONCLUSION 102
11. REFERENCES 103
CHAPTER 3. CHARACTERISTICS OPF NEW CROWN COMPOUNDS 115
1. INTRODUCTION 115
2. TOPOLOGY AND CLASSIFICATION OF CROWN COMPOUNDS 119
3. STRUCTURE AND BINDING OF NEW CROWN COMPOUNDS 124
4. FUNCTIONS OF NEW CROWN COMPOUNDS: DESIGN OF ION-TRANSPORT AND EXTRACTION PROPERTIES 158
5. CROWN COMPOUNDS OF THE NEXT GENERATION 188
6. CONCLUDING REMARKS 207
REFERENCES 208
CHAPTER 4. APPLICATIONS OF CROWN COMPOUNDS TO ANALYTICAL AND SEPARATION CHEMISTRY: ION SENSOR AND LIQUID CHROMATOGRAPHY 213
1 INTRODUCTION 213
2 ION-SELECTIVE ELECTRODES AS ION SENSORS 214
3. LIQUID CHROMATOGRAPHY 244
4 CONCLUSION 274
REFERENCES 275
CHAPTER 5. ENZYME MODELLING WITH CROWN ETHERS 280
1 Introduction 280
2 Mimicking enzymatic reactions 281
3 Enzyme analogues for transformation 288
4 Enzyme analogues for synthetic reactions 305
5 Prospects 322
6. Acknowledgement 322
REFERENCES 323
CHAPTER 6. AMINE-SELECTIVE COLOUR COMPLEXATION WITH CHROMOGENIC "ACERANDS": PRINCIPLE AND APPLICATIONS 326
6.1 INTRODUCTION 326
6.2 PRINCIPLES OF AMINE-SELECTIVE COLOUR COMPLEXATION 327
6.3 SYNTHESES OF CHROMOGENIC ACERANDS 330
6.4 AMINE-SELECTIVE COLOUR SALTEXATION 337
6.5 CONCLUSIONS 346
6.6 ACKOWLEDGEMENTS 346
6.7 REFERENCES 347
CHAPTER 7. NEW DEVELOPMENTS IN "SWITCHED-ON" CROWN ETHERS 350
1 INTRODUCTION 350
2 pH RESPONSIVE CROWN ETHERS 351
3 REDOX-SWITCHED CROWN ETHERS 354
4 NEW CROWN ETHERS WITH ELECTROCHEMICAL SWITCHES 361
5 PHOTORESPONSIVE CROWN ETHERS 366
6 REMOTE CONTROL BY SUBUNITS 382
7 TEMPERATURE CONTROL OF CATION BINDING 385
8 CONCLUSION 390
REFERENCES 391
CHAPTER 8. NEW DEVELOPMENTS IN MACROCYCLIC POLYAMINE CHEMISTRY 396
1 INTRODUCTION 396
2 RECENT STRUCTURAL DEVELOPMENT IN MACROCYCLIC POLYAMINES 398
3 RECENT FUNCTIONAL DEVELOPMENT WITH MACROCYCLIC POLYAMINES 419
4 SPECIAL TOPICS: RECENT DEVELOPMENTS IN FUNCTIONALIZATION OF MACROCYCLIC POLYAMINES 446
REFERENCES 486
SUBJECT INDEX 494

Produkt-Details

• Erscheint lt. Verlag: 4.5.2016
• Sprache: englisch
• Themenwelt: Naturwissenschaften ► Chemie ► Analytische Chemie
• Themenwelt: Naturwissenschaften ► Chemie ► Organische Chemie
• Themenwelt: Naturwissenschaften ► Chemie ► Physikalische Chemie
• Themenwelt: Technik
• ISBN-13: 9781483290874 / 9781483290874