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E-raamat: Iptycenes Chemistry: From Synthesis to Applications

Ying-Xian Ma, Chuan-Feng Chen

Formaat: PDF+DRM
Ilmumisaeg: 02-Dec-2012
Kirjastus: Springer-Verlag Berlin and Heidelberg GmbH & Co. K
Keel: eng
ISBN-13: 9783642328886

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Formaat: PDF+DRM
Ilmumisaeg: 02-Dec-2012
Kirjastus: Springer-Verlag Berlin and Heidelberg GmbH & Co. K
Keel: eng
ISBN-13: 9783642328886

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Iptycenes Chemistry: From Synthesis to Applications provides a comprehensive overview of the development of iptycene chemistry in the past seventy years. This book covers: (1) the basic nomenclature and general properties of iptycenes and their derivatives; (2) the synthesis and functionalization reactions of triptycenes, pentiptycenes, higher iptycenes, heterotriptycenes, and homotriptycenes; (3) the methods for the preparation of iptycene-based polymers with different types; and (4) the applications of iptycenes and their derivatives in molecular machines, materials science, host-guest chemistry, self-assembly, coordination chemistry, physical organic chemistry, medicinal chemistry, and so on. Consequently, such a book is not only helpful to researchers working in iptycene chemistry, but can also facilitate future research in wide areas.

This book presents a comprehensive overview of iptycene chemistry, from properties to synthesis, from preparation to derivatives, to applications in materials science, coordination chemistry, physical organic chemistry, medicinal chemistry, and more.

Part I Introduction and Background

1 Introduction and Background

(10)

1.1 Introduction

(1)

1.2 Structure Properties

(1)

1.3 Physical and Chemical Properties

(1)

1.4 Spectral Properties

(3)

1.5 Nomenclature

(5)

References

(4)

Part II Synthesis and Reactions of Iptycenes and Their Derivatives

2 Synthesis and Reactions of Triptycenes and Their Derivatives

(66)

2.1 Synthesis of Triptycenes and Their Derivatives

(14)

2.2 Synthesis of Triptycenequinones and Their Derivatives

(7)

2.3 Reactions of Triptycenes and Their Derivatives

(24)

2.3.1 Nitration and Amination

(4)

2.3.2 Acylation

(2)

2.3.3 Halogenation

(1)

2.3.4 Oxidation

(2)

2.3.5 Reduction

(3)

2.3.6 Photochemical Reactions

(9)

2.3.7 Other Reactions

(3)

2.4 Synthesis of Extended Triptycene Derivatives

(11)

2.5 Synthesis and Reactions of Homotriptycenes

(10)

References

(7)

3 Synthesis and Reactions of Pentiptycenes and Their Derivatives

(30)

3.1 Synthesis of Pentiptycenes and Their Derivatives

(8)

3.2 Reactions of Pentiptycenes and Their Derivatives

(11)

3.3 Synthesis of Extended Pentiptycenes Derivatives

(11)

References

106

(3)

4 Synthesis and Reactions of Other Iptycenes and Their Derivatives

109

(20)

4.1 Heptiptycene and Noniptycene

109

(9)

4.2 Miscellaneous

118

(11)

References

126

(3)

5 Synthesis and Reactions of Heterotriptycenes and Their Derivatives

129

(44)

5.1 The Bridgehead-Substituted Heterotriptycenes

129

(16)

5.1.1 Derivatives of Nitrogen Group Elements

129

(9)

5.1.2 Derivatives of Carbon Group Elements

138

(4)

5.1.3 Other Bridging Atoms

142

(3)

5.2 The Heterotriptycenes with Heterocycles

145

(18)

5.2.1 Derivatives of Nitrogen-Containing Heterocycles

145

(10)

5.2.2 Derivatives of Sulfur-Containing Heterocycles

155

(8)

5.3 Miscellaneous Heterotriptycenes and Their Derivatives

163

(10)

References

168

(5)

6 Preparation of Iptycene-Containing Polymers and Oligomers

173

(38)

6.1 Triptycene-Containing Polymers

173

(13)

6.1.1 Triptycene-Containing Non-conjugated Polymers

173

(9)

6.1.2 Triptycene-Containing Conjugated Polymers

182

(4)

6.2 Pentiptycene-Containing Polymers

186

(6)

6.3 Other Iptycene-Containing Polymers

192

(4)

6.4 Poly(iptycenes)

196

(4)

6.5 Iptycene-Based Oligomers

200

(11)

References

205

(6)

Part III Applications of Iptycenes and Their Derivatives

7 Iptycenes and Their Derivatives in Molecular Machines

211

(20)

7.1 Molecular Gearings

211

(9)

7.2 Molecular Brakes and Ratchets

220

(3)

7.3 Molecular Wheelbarrows

223

(1)

7.4 Molecular Compasses and Gyroscopes

224

(2)

7.5 Miscellaneous

226

(5)

References

227

(4)

8 Iptycenes and Their Derivatives in Material Science

231

(20)

8.1 Liquid Crystals

231

(6)

8.2 Optical and Electronic Materials

237

(5)

8.3 Porous Materials for Adsorption and Separation

242

(9)

References

248

(3)

9 Iptycenes and Their Derivatives in Host-Guest Chemistry

251

(38)

9.1 Triptycene-Derived Crown Ethers

251

(15)

9.1.1 Triptycene-Derived Cylindrical Macrotricyclic Polyethers

251

(12)

9.1.2 Tweezer-Like Triptycene-Derived Crown Ethers

263

(3)

9.2 Triptycene-Derived Calixarenes

266

(7)

9.3 Triptycene-Derived Oxacalixarenes and Azacalixarenes

273

(3)

9.4 Other Triptycene-Derived Macrocyclic Hosts

276

(5)

9.5 Pentiptycene-Derived Hosts

281

(8)

References

286

(3)

10 Iptycenes and Their Derivatives in Molecular Self-Assembly

289

(34)

10.1 Self-Assembly in Crystal

289

(16)

10.2 Self-Assembly on Surface

305

(4)

10.3 Self-Assembly in Solution

309

(14)

References

320

(3)

11 Iptycenes and Their Derivatives in Coordination Chemistry

323

(30)

11.1 Triptycene-Based Ligands

323

(3)

11.2 Substituted Triptycene-Based Ligands

326

(27)

11.2.1 Selenium Substitution

326

(5)

11.2.2 Germanium and Silicon Substitution

331

(2)

11.2.3 Phosphorus Substitution

333

(7)

11.2.4 Miscellaneous Substitutions

340

(9)

References

349

(4)

12 Iptycenes and Their Derivatives in Sensors

353

(12)

12.1 Sensors Based on Iptycene-Containing Polymers

353

(7)

12.2 Other Iptycene-Based Sensors

360

(5)

References

363

(2)

13 Iptycenes and Their Derivatives in Molecular Balances

365

(8)

References

371

(2)

14 Miscellaneous Applications of Iptycenes and Their Derivatives

373

14.1 Medicinal Chemistry

373

(1)

14.2 Model for Jahn-Teller Systems

374

(2)

14.3 Artificial Photosynthesis Models

376

(2)

14.4 Preparation of Carbene

378

References

380

Chuan-Feng Chen received his Ph.D. degree from Nanjing University in 1994. After working as a postdoctoral fellow at Institute of Chemistry, Chinese Academy of Sciences (ICCAS) for two years, he became an associate professor at the same Institute in 1996. From 1998 to 2001, he worked as a visiting scientist at University of New Mexico, USA. Then, he was promoted to a full professor of ICCAS in 2001. In 2000, he was selected for Hundred Talents Program by CAS. In 2006, he was awarded National Science Fund of China for Distinguished Young Scholars. Professor Chen is the author of more than 170 scientific publications. His current research interests include supramolecular chemistry based on novel synthetic hosts, hydrogen-bond-mediated molecular assemblies, helical foldamer and helicene chemistry. Ying-Xian Ma received her B.S. degree in Chemistry from Nankai University in 2010. She is currently a Ph.D. candidate under the direction of Professor Chuan-Feng Chen at the Institute of Chemistry, Chinese Academy of Sciences. Her research focuses on the synthesis and applicaitons of iptycenes in host-guest chemistry.

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