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Progress in Chemistry DOI: 10.7536/PC120747 Previous Articles   Next Articles

• Review •

Synthesis and Applications of Hexaphenylbenzene Derivatives

Peng Lianhui, Zhu Pengcheng, Zhang Chun*, Xu Huibi   

  1. National Engineering Research Center for Nanomedicine, College of Life Science and Technology, Huazhong University of Science and Technology, Wuhan 430074, China
  • Received: Revised: Online: Published:
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With rigid and propeller-like structure, as well as toroidal delocalization, hexaphenylbenzene derivatives (HPBs) have been of considerable interest for a wide variety of applications in crystal engineering, porous polymers, organic electronic materials, and other scaffold materials. In this paper, the synthesis and applications of hexaphenylbenzene derivatives in these fields are reviewed. Contents
1 Introduction
2 Synthesis of HPB derivatives
3 Applications of HPB derivatives
3.1 Crystal engineering
3.2 Porous polymers
3.3 Organic electronic materials
3.4 Scaffold materials
4 Conclusions and outlook

Key words: hexaphenylbenzene derivatives (HPBs), synthesis, application

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[1] Pisula W, Feng X, M黮len K. Chem. Mater., 2011, 23: 554-567
[2] Feng X, Pisula W, M黮len K. Pure Appl. Chem., 2009, 81: 2203-2224
[3] M黮len K, Rabe J P. Acc. Chem. Res., 2008, 41: 511-520
[4] Wu J, Pisula W, M黮len K. Chem. Rev., 2007, 107: 718-747
[5] Yang X Y, Dou X, M黮len K. Chem. Asian J., 2008, 3: 759-766
[6] Hyatt J A. Org. Prep. Proced. Int., 1991, 23: 460-463
[7] Kobayashi K, Shirasaka T, Sato A, Horn E, Furukawa N. Angew. Chem. Int. Ed., 1999, 38: 3483-3485
[8] Kobayashi K, Shirasaka T, Horn E, Furukawa N. Tetrahedron Lett., 2000, 41: 89-93
[9] Zhang R, Wang L, Li M, Zhang X, Li Y, Shen Y, Zheng Q, Zeng Q, Wang C. Nanoscale, 2011, 3: 3755-3759
[10] Kobayashi K, Sato A, Sakamoto S, Yamaguchi K. J. Am. Chem. Soc., 2003, 125: 3035-3045
[11] Kobayashi K, Kobayashi N, Ikuta M, Therrien B, Sakamoto S, Yamaguchi K. J. Org. Chem., 2005, 70: 749 -752
[12] Maly K E, Gagnon E, Maris T, Wuest J D. J. Am. Chem. Soc., 2007, 129: 4306-4322
[13] Liu Y Z, Hu C H, Comotti A, Ward M D. Science, 2011, 333: 436-440
[14] Tsuzuki S, Fujii A. Phys. Chem. Chem. Phys., 2008, 10: 2584-2594
[15] Nishio M. CrystEngComm, 2004, 6: 130-158
[16] Gagnon E, Maris T, Arseneault P M, Maly K E, Wuest J D. Crystal Growth & Design, 2010, 10: 648-657
[17] Gagnon E, Rochefort A, Metivaud V, Wuest J D. Org. Lett., 2010, 12: 380-383
[18] Gagnon E, Halperin S D, Metivau V D, Maly K E, Wuest J D. J. Org. Chem., 2010, 75: 399-406
[19] Maly K E, Gagnonb E, Wuest J D. Chem. Commun., 2011, 5163-5165
[20] Maly K E, Maris T, Gagnon E, Wuest J D. Crystal Growth & Design, 2006, 6: 461-466
[21] Short R, Carta M, Bezzu C G, Fritsch D, Kariuki B M, McKeown N B. Chem. Commun., 2011, 6822-6824
[22] Budd P M, Elabas E S, Ghanem B S, Makhseed S, McKeown N B, Msayib K J, Tattershall C E, Wang D. Adv. Mater., 2004, 16: 456-459
[23] Ghanem B S, Hashem M, Harris K D M, Msayib K J, Xu M C, Budd P M, Chaukura N, Book D, Tedds S, Walton A, McKeown N B. Macromolecules, 2010, 43: 5287-5294
[24] Chen Q, Luo M, Wang T, Wang J X, Zhou D, Han Y, Zhang C S, Yan C G, Han B H. Macromolecules, 2011, 44: 5573-5577
[25] Kubel C, Chen S, M黮len K. Macromolecules, 1998, 31: 6014-6021
[26] Sun D, Rosokha S V, Kochi J K. Angew. Chem. Int. Ed., 2005, 44: 5133 -5136
[27] Rathore R, Burns C L, Abdelwahed S A. Org. Lett., 2004, 6: 1689-1692
[28] Lambert C, Nöll G. Chem. Eur. J. 2002, 8: 3467-3477
[29] Lambert C. Angew. Chem. Int. Ed., 2005, 44: 7337-7339
[30] Li Z A, Ye S H, Liu Y Q, Yu G, Wu W B, Qin J G, Li Z. J. Phys. Chem. B, 2010, 114: 9101-9108
[31] Pugh C, Percec V. J. Mater. Chem., 1991, 1: 765-773
[32] Geng Y H, Fechtenkötter A, M黮len K. J. Mater. Chem., 2001, 11: 1634-1641
[33] Miyajima D, Araoka F, Takezoe H, Kim J, Kato K, Takata M, Aida T. Angew. Chem. Int. Ed., 2011, 50: 7865-7869
[34] Clark C G Jr, Floudas G A, Lee Y J, Graf R, Spiess H W, M黮len K. J. Am. Chem. Soc., 2009, 131: 8537-8547
[35] Hiraoka S, Harano K, Shiro M, Ozawa Y, Yasuda N, Toriumi K, Shionoya M. Angew. Chem. Int. Ed., 2006, 45: 6488-6491
[36] Hiraoka S, Yamauchi Y, Arakane R, Shionoya M. J. Am. Chem. Soc., 2009, 131: 11646-11647
[37] Hiraoka S, Goda M, Shionoya M. J. Am. Chem. Soc., 2009, 131: 4592-4593
[38] Bhalla V, Vij V, Kumar M, Sharma P R, Kaur T. Org. Lett., 2012, 14: 1012-1015
[39] Chabre Y M, Brisebois P P, Abbassi L, Kerr S C, Fahy J V, Marcotte I, Roy R. J. Org. Chem., 2011, 76: 724-727
[40] Areephong J, Logtenberg H, Browne W R, Feringa B L. Org. Lett., 2010, 12: 2132-2135
[41] Li W S, Jiang D L, Suna Y, Aida T. J. Am. Chem. Soc., 2005, 127: 7700-7702
[42] Rathore R, Burns C L, Guzei I A. J. Org. Chem., 2004, 69: 1524-1530
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