| Sliwa W. Calixarenes and resorcinarenes: synthesis, properties and applications / W.Sliwa, C.Kozlowski. - Weinheim: Wiley-VCH, 2009. - vii, 316 p.: ill. - Incl. bibl. ref. - Ind.: p.305-316. - ISBN 978-3-527-32263-3
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1 Introduction ................................................. 1
Part I General Characteristics of Calixarenes .................. 5
1 Reactivity of Calixarenes .................................... 7
1.1 Functionalization of the Narrow Rim ..................... 7
1.2 Functionalization of the Wide Rim ...................... 12
1.3 Functionalization of Both Rims ......................... 27
1.4 Bridging of Calixarenes ................................ 32
2 Physicochemical Properties of Calixarenes ................... 43
2.1 Selected Physicochemical Properties of Calixarenes ..... 43
2.2 Crystallographic Studies of Calixarenes ................ 48
2.3 Calculations of Calixarene Structures .................. 55
3 Chiral Calixarenes .......................................... 57
4 Calixarene Assemblies ....................................... 65
5 The Role of Calixarenes in Biological Processes ............. 69
5.1 Antibacterial and Antiviral Calixarenes ................ 69
5.2 Transmembrane Systems of Biologically Active
Calixarenes ............................................ 70
5.3 Calixarenes Binding Proteins, Nucleotides, and
Nucleic Acids .......................................... 73
5.4 Calixarenes of Other Biological Activities ............. 78
6 Applications of Calixarenes ................................. 81
6.1 Calixarene Sensors ..................................... 81
6.2 Calixarene Catalysts ................................... 84
6.3 Nanoparticles Coated with Calixarenes .................. 86
6.4 Other Applications of Calixarenes ...................... 90
References .................................................. 93
Part II Inclusion Complexes of Calixarenes and Calixcrowns .... 101
7 Inclusion Complexes of Calixarenes with Neutral and
Charged Species ............................................ 103
7.1 Inclusion Complexes of Calixarenes with Neutral
Molecules ............................................. 103
7.1.1 Inclusion Complexes of Calix[4]arene ........... 103
7.1.2 Inclusion Complexes of Higher Calixarenes ...... 110
7.2 Inclusion Complexes of Calixarenes with Anions ........ 114
7.2.1 Calixarene Chromogenic Sensors for Anions ...... 114
7.2.2 Calixarene Fluorescent Sensors for Anions ...... 116
7.2.3 Ion Selective Electrodes for Anions ............ 122
7.3 Inclusion Complexes of Calixarenes with Ion Pairs ..... 124
7.4 Inclusion Complexes of Calixarenes with Cations ....... 126
7.5 Inclusion Complexes of Calixarenes with Fullerenes .... 128
7.6 Inclusion Complexes of Calixarenes with Gases ......... 132
8 Inclusion Complexes of Calixarenes with Metal Ions ......... 135
8.1 Inclusion Complexes of Calixarenes with Alkali and
Transition Metal Ions ................................. 135
8.2 Inclusion Complexes of Calixarenes with Lanthanides
and Actinides ......................................... 141
8.3 Use of Calixarenes in the Solvent Extraction of
Metal Ions ............................................ 148
8.4 Calixarenes as Sensors for Metal Ions ................. 154
8.5 Calixarene Metal Complexes as Catalysts ............... 157
9 Inclusion Complexes of Calixcrowns with Metal Ions ......... 165
9.1 Inclusion Complexes of Calixcrowns with Alkali Metal
Ions .................................................. 165
9.2 Use of Calixcrowns in the Solvent Extraction of
Metals ................................................ 167
9.3 Calixcrowns as Sensors for Metal Ions ................. 171
References ................................................. 175
Part III Supramolecular Calixarene Structures and Related
Systems ....................................................... 181
10 Cavitands .................................................. 183
10.1 Simple Cavitands ...................................... 183
10.2 Deep Cavitands ........................................ 189
11 Capsules ................................................... 201
11.1 Calixarene-Based Capsules ............................. 201
11.1.1 Homodimeric Capsules ........................... 201
11.1.2 Heterodimeric Capsules ......................... 204
11.2 Cavitand-Based Capsules ............................... 215
11.2.1 Dimeric Capsules Formed from Simple
Cavitands ...................................... 215
11.2.2 Dimeric Capsules Formed from Deep Cavitands .... 224
11.2.3 Hexameric Capsules ............................. 231
12 Calixarene Nanotubes and Helices ........................... 237
12.1 Calixarene Nanotubes .................................. 237
12.2 Calixarene Helices .................................... 243
13 Calixarene Supramolecular Assemblies ....................... 247
13.1 Calixarene Assemblies with TTF Units .................. 247
13.2 Calixarene Assemblies with Polymers ................... 248
13.3 Calixarene Molecular Machines ......................... 250
13.4 Calixarene Molecular Actuators ........................ 252
References ................................................. 253
Part IV Resorcinarenes ........................................ 257
14 Resorcinarenes ............................................. 259
14.1 Synthesis of Resorcinarenes ........................... 259
14.2 Reactivity of Resorcinarenes .......................... 264
14.3 Physicochemical Properties of Resorcinarenes .......... 270
14.4 Cavitands ............................................. 272
14.5 Capsules .............................................. 277
14.5.1 Dimeric Capsules ............................... 277
14.5.2 Hexameric Capsules ............................. 285
14.6 Inclusion Complexes of Resorcinarenes ................. 287
14.7 The Role of Resorcinarenes in Biological Processes .... 288
14.8 Applications of Resorcinarenes ........................ 294
References .................................................... 295
Conclusions ................................................... 299
Abbreviations ................................................. 301
Index ......................................................... 305
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