A Practical Guide to Supramolecular Chemistry

  • ID: 2171294
  • Book
  • 214 Pages
  • John Wiley and Sons Ltd
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A Practical Guide to Supramolecular Chemistry is an introductory manual of practical experiments for chemists with little or no prior experience of supramolecular chemistry. Syntheses are clearly presented to facilitate the preparation of acyclic and macrocyclic compounds frequently encountered in supramolecular chemistry using straightforward experimental procedures.

Many of the compounds can be used to illustrate classic supramolecular phenomena, for which clear directions are given, or may be developed further as part of the reader s own research. The book also describes techniques commonly used in the analysis of supramolecular behaviour, including computational methods, with many detailed examples.

An invaluable reference for students and researchers in the field embarking on supramolecular chemistry projects and looking for a tried and tested route into the chemistry of key compounds.

An introductory guide to practical syntheses focusing on supramolecular chemistry.

Fully referenced introductions explain the historical and contemporary importance of each compound

Supplementary website including 3D molecular structures, FAQ s about syntheses and suggestions for further experiments

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Preface ix

Introduction 1

1 Linear components for supramolecular networks 9

1.1 Flexible components 9

1.2 Rigid components from Schiff bases 17

1.3 Flexible tripods 19

1.4 Simple anion hosts 23

1.5 Rigid platforms 30

2 Cyclic synthons 35

2.1 Planar macrocycles from nature 35

2.2 Artificial planar macrocycles phthalocyanines and other cyclic systems 37

2.3 Serendipitous macrocycles 43

2.4 Adding functionality to the crowns 46

2.5 Azacrowns with sidearms 51

2.6 Water–soluble macrocycles 55

2.7 Catenanes and rotaxanes 60

3 Molecular baskets, chalices and cages 69

3.1 One for beginners 69

3.2 Calixarenes essential supramolecular synthons 71

3.3 Adding lower rim functionality to the calixarenes 77

3.4 Adding upper rim functionality to the calixarenes 80

3.5 Oxacalix[3]arenes 84

3.6 Oxacalixarene derivatives 91

3.7 Azacalix[3]arenes 99

3.8 Calixarene variations 102

3.9 Molecular cages for cations and anions 107

4 Supramolecular assembly 115

4.1 Detection, measurement, prediction and visualization 115

4.2 X–ray crystallography 115

4.3 Spectroscopic and spectrometric techniques 120

4.4 Binding constant determination 122

4.5 Solid state vs. solution behaviour 127

4.6 Supramolecular chemistry in silico: molecular modelling and associated techniques 127

4.7 Computational approaches 129

4.8 A protocol for supramolecular computational chemistry 141

4.9 Examples of in silico supramolecular chemistry 142

5 Supramolecular phenomena 161

5.1 Clathrates 161

5.2 Stabilization of cation anion pairs by crown ethers: liquid clathrates 162

5.3 Receptors for the ammonium ion 168

5.4 Purification of fullerenes 170

5.5 Making molecular boxes and capsules 172

5.6 Self–complementary species and self–replication 176

Appendix 1 Integrated undergraduate projects 185

Appendix 2 Reagents and solvents 189

Index 197

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"For undergraduate students dealing with synthetic supramolecular chemistry, this book will be compulsory reading will have a definite place in every good library collection." (Synthesis, April 2006)
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