Macrocycles: construction, chemistry and nanotechnology applications

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608 p. · Paperback
Macrocyclic molecules contain rings made up of seven or more atoms. They provide building blocks for synthesizing precise two or three dimensional structures - an important goal in nanotechnology. For example, they can be used to develop nanosized reaction vessel, cages, switches and shuttles, and have potential as components in molecular computers as switches, nano-valves and logic gates. They also have applications as catalysts and sensors.

Macrocycles: Construction, Chemistry and Nanotechnology Applications is an essential introduction to this important class of molecules and describes how to synthesize them, their chemistry, how they can be used as nanotechnology building blocks, and their applications. A wide range of structures synthesized over the past few decades are covered, from the simpler cyclophanes and multi-ring aromatic structures to vases, bowls, cages and more complex multi-ring systems and 3D architectures such as "pumpkins", interlocking chains and knots. Some of the molecular classes covered include simple ring compounds, three dimensional aliphatic carbon structures, annulenes, multi-ring aromatic structures, porphyrins and phthalocyanines, cyclophanes, crown ethers, cryptands, spherands, calixarenes, resorcinarenes, cavitands, carcerands, heterocalixarenes, calixnaphthalenes, cyclodextins, cyclotriveratylenes, cryptophanes, cucurbituris, rotaxanes and catenanes.

Macrocycles: Construction, Chemistry and nanotechnology Applications distills the essence of this important topic for undergraduate and postgraduates students, and for researchers in other fields who are interested in getting a general insight into this increasingly important class of molecules.

Preface.

1 Introduction.

1.1 Simple Ring Compounds.

1.2 Three-Dimensional Aliphatic Carbon Structures.

1.3 Annulenes.

1.4 Multi-Ring Aromatic Structures.

1.5 Porpyrins and Phthalocanines.

1.6 Conclusions.

References.

2 Cyclophanes.

2.1 Introduction.

2.2 Cyclophanes with One Aromatic System and Aliphatic Chain.

2.3 Cyclophanes with More than One Aromatic Ring.

2.4 Napthalenophanes and Other Aromatic Systems.

2.5 Cyclophanes Containing Heteroaromatic Systems.

2.6 Ferrocenophanes.

2.7 Conclusions.

Bibliography.

References.

3 Crown Ethers, Cryptands and Other Compounds.

3.1 Introduction.

3.2 Crown Ethers.

3.3 Simple Complexes with Crown Ethers.

3.4 Azacrowns, Cyclens and Cyclams.

3.5 Crowns Containing Other Heteroatoms.

3.6 Lariat and Bibracchial Crown Ethers.

3.7 Cryptands.

3.8 Spherands.

3.9 Combined and Multiple Systems.

3.10 Applications of Crown Ethers and Related Compounds.

3.11 Conclusions.

Bibliography.

References.

4 Calixarenes.

4.1 Introduction.

4.2 History.

4.3 Structures of Calixarenes.

4.4 Chemical Modification of Calixarenes.

4.5 Complexes with Calixarenes.

4.6 Bis and Multicalixarenes.

4.7 Oxacalixarenes, Azacalixarenes and Thiacalixarenes.

4.8 Resorcinarenes: Synthesis and Structure.

4.9 Cavitands and Carcerands.

4.10 Conclusions.

Bibliography.

References.

5 Heterocalixarenes and Calixnaphthalenes.

5.1 Introduction.

5.2 Calixnaphthalenes.

5.3 Tropolone-Based Macrocycles.

5.4 Calixfurans.

5.5 Calixpyrroles.

5.6 Calixindoles, Calixpyridines and Calixthiophenes.

5.7 Conclusions.

Bibliography.

References.

6 Cyclodextrins.

6.1 Introduction.

6.2 Complex Formation by Cyclodextrins.

6.3 Cyclodextrins of Other Sizes.

6.4 Modification Reactions of Cyclodextrins.

6.5 Selectivity of Cyclodextrins.

6.6 Multiple Cyclodextrin Systems.

6.7 Polymeric Cyclodextrins.

6.8 Cyclodextrins Combined with Other Macrocyclic Systems.

6.9 Therapeutic Uses of Cyclodextrins.

6.10 Other Uses of Cyclodextrins.

6.11 Conclusions.

Bibliography.

References.

7 Cyclotriveratylenes and Cryptophanes.

7.1 Introduction.

7.2 Synthesis of Cyclotriveratrylenes.

7.3 Modification of Cyclotriveratrylenes.

7.4 Synthesis of Optically Active Cyclotriveratrylenes.

7.5 Modification of the Bridging Groups.

7.6 Modification of the Aromatic Rings with Organometallic Groups.

7.7 Selective Binding Applications of Cyclotriveratrylenes.

7.8 Analogues of CTV.

7.9 Synthesis and Structure of Cryptophanes.

7.10 Modification of Cryptophanes.

7.11 Complexes with Cryptophanes.

7.12 Cryptophane-Xenon Complexes.

7.13 Other Uses of Cryptophanes.

7.14 Hemicryptophanes.

7.15 Conclusions.

Bibliography.

References.

8 Cucurbiturils.

8.1 Introduction.

8.2 Complexation Behaviour of Simple Cucurbiturils.

8.3 Modification of Cucurbiturils.

8.4 Uses of Cucurbiturils.

8.5 Hemicucurbiturils.

8.6 Conclusions.

Bibliography.

References.

9 Rotaxanes and...