中文
Announcement
More
Progress in Chemistry 2009, Vol. 21 Issue (12): 2515-2524 Previous Articles   Next Articles

• Review •

A Novel Model of Host Molecule in Supramolecular Based on Cyclodextrin-Crownether Coupling System

Sun Tao;  Shen Jian; Sun Hongyuan; Hao Aiyou*   

  1. (School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, China)
  • Received: Revised: Online: Published:
  • Contact: Hao Aiyou E-mail:haoay@sdu.edu.cn
PDF ( 1585 ) Cited
Export

EndNote

Ris

BibTeX

Supramolecule chemistry is an advanced research topic in current chemistry, and the selective synthesis of the host compound is an important aspect. Cyclodextrins and crownethers, which have their own special characters and disadvantages, are both widely used in supramolecular chemistry. The cyclodextrin-crownether coupling system which has two or more recognition sites will expand their applications greatly in the area of molecular recognition , enzyme mimic, chromatography, etc. through synergistic effection with fine results. Here, the recent development of cyclodextrin-crownether coupling system is reviewed. Firstly, the synthesis of different kinds of cyclodextrin-crownether coupling systems is introduced, including the synthesis clues, approaches and methods. Then, the application of the system is emphatically described, including in the field of molecule recognition, mimetic enzyme, isolation of isomers and energy transfer of light. At last, the disadvantages in recent study and prospects are pointed out.

Contents
1 Synthesis of cyclodextrin-crownether coupling system
1.1 Synthesis of simple cyclodextrin-crownether coupling system
1.2 Synthesis of cyclodextrin-crownether coupling system including π-system
1.3 Synthesis of cyclodextrin-crownether coupling system attached to silica gel
1.4 Synthesis of cyclodextrin-crownether-calixarene coupling system
1.5 Synthesis of cyclodextrin-analogue of crownether coupling system
2 Characters and applications of cyclodextrin-crownether coupling system
2.1 Applications of cyclodextrin-crownether coupling system in molecular recognition
2.2 Applications of cyclodextrin-crownether coupling system in enzyme mimics
2.3 Applications of cyclodextrin-crownether coupling system in seperation of isomers
2.4 Applications of cyclodextrin-crownether coupling system in energy transfer of light
3 Prospects

CLC Number: 

[ 1 ]  刘育(Liu Y) , 李莉(Li L) . 有机化学(Chin. J . Org. Chem. ) , 2001 , 21 (11) : 850 —861
[ 2 ]  童林荟( Tong L H) . 环糊精化学2基础与应用( Cyclodextrin Chemistry2Foundation and Application ) . 北京: 科学出版社(Beijing : Science Press) , 2001. 10 —20
[ 3 ]  Bender M L , Komiyama M. Cyclodextrin Chemistry , New York : Springer2Verlag , 1978
[ 4 ]  Szejtli J . Cyclodextrin Technology , Dordrecht : Kluwar Academic Publishers , 1988
[ 5 ]  Szejtli J . Chem. Rev. , 1998 , 98 : 1743 —1754
[ 6 ]  Saenger W. Angew. Chem. Int . Ed. Engl . , 1980 , 19 : 344 —362
[ 7 ]  Pedersen C J . J . Am. Soc. , 1967 , 89 : 2495 —2496
[ 8 ]  吴成泰(Wu C T) . 冠醚化学(Crown Chemistry) . 北京: 科学出版社(Beijing : Science Press) , 1992. 1 —8
[ 9 ]  吴成泰(Wu C T) , 何永炳(He YB) , 付恩琴(Fu E Q) . 有机化学(Chin. J . Org. Chem. ) , 2001 , 21 (11) : 914 —922
[10 ]  陈玉婷(Chen YT) , 徐辉(Xu H) , 窦建民(Dou J M) 等. 化学进展(Progress in Chemistry) , 2008 , 20 (11) : 1666 —1674
[11 ]  张华承(Zhang H C) , 郝爱友(Hao A Y) , 申健(Shen J ) . 有机化学(Chin. J . Org. Chem. ) , 2008 , 28 (6) : 954 —963
[12 ]  Takahashi K. Chem. Rev. , 1998 , 98 : 2013 —2034
[13 ]  孙宏元(Sun H Y) , 郝爱友(Hao A Y) , 尹明静( Yin MJ ) 等. 化学进展(Progress in Chemistry) , 2008 , 20 (11) : 1694 —1698
[14 ]  Willner I , Goren ZJ . Chem. Comm. , 1983 , 24 : 1469 —1470
[15 ]  Pikramenou Z, Nocera D G. Inorg. Chem. , 1992 , 31 (4) : 532 — 536
[16 ]  Park J W, Lee S Y, Park K K. Chem. Lett . , 2000 , 594 —595
[17 ]  Park K K, Kim Y S , Jung H K, et al . Bull . Korean Chem. Soc. , 2000 , 21 (11) : 1119 —1124
[18 ]  Liu Y, Chen Y, Kang S Z, et al . J . Incl . Phenom. Macro. , 2003 , 47 : 91 —95
[19 ]  Liu Y, Kang S Z, Diao C H. Chin. Chem. Lett . , 2001 , 12 (11) : 891 —892
[20 ]  Liu Y, Yang Y W, Li L , et al . Org. Biomol . Chem. , 2004 , 21542 —21548
[21 ]  Liu Y, Duan Z Y, Chen Y, et al . Org. Biomol . Chem. , 2004 , 2 : 2359 —2364
[22 ]  Jung J H , Lee H Y, Jung S H , et al . Tetrahedron , 2008 , 64 : 6705 —6710
[23 ]  Jung J H , Lee S J , KimJ S , et al . Org. Lett . , 2006 , 8 : 3009 — 3012
[24 ]  Suzuki I , Ito M, Osa T, et al . Chem. Pharm. Bull . , 1999 , 47 (11) : 151 —155
[25 ]  Suzuki I , Obata K, Anzal J , et al . J . Chem. Soc. Perkin Trans. , 2000 , 2 : 1705 —1710
[26 ]  Zeng Z R , Liu M. Chromatographia , 1998 , 48 : 817 —822
[27 ]  宫守凤(Gong S F) , 何新亚(He X Y) , 林炳承(Lin B C) . 化学进展(Progress in Chemistry) , 2001 , 13 (6) : 450 —454
[28 ]  Armstrong D W, Chang L W, Chang S S. J . Chromatogr. A. , 1998 , 793 : 115 —134
[29 ]  Schurig V , Wistuba D. Electophoresis , 1999 , 20 , 2313 —2328
[30 ]  Leliere F , Yan C , Zare R N , et al . Chromatogr. A , 1996 , 723 : 145 —146
[31 ]  Li S , Lloyd D K. Anal . Chem. , 1993 , 65 : 3684 —3690
[32 ]  Gong Y, Lee H K. Helvetica. Chemica. Acta , 2002 , 85 : 3283 — 3293
[33 ]  Gong Y, Xue G, Bradshaw J S , et al . Heterocycl . Chem. , 2001 , 38 : 1317 —1321
[34 ]  Gong Y, Xiang Y, Yue B J , et al . J . Chromatogr. A , 2003 , 1002 : 63 —70
[35 ]  Jankowski C K, Arseneau S , Blu J , et al . Can. J . Chem. , 2005 ,
[36 ]  Jankowski C K, Allain F , Dozol J F , et al . Rapid. Commun. Mass. Spectrom. , 2003 , 17 : 1247 —1255
[37 ]  Jankowski C K, Calsteren M R , Aychet N , et al . Can. J . Chem. , 2005 , 83 : 1098 —1113
[38 ]  Hocquelet C , Jankowski C K, Mauclaire L. Tetrahedron , 2007 , 63 : 10834 —10839
[39 ]  Hocquelet C , Blu J , Jankowski C K, et al . Tetrahedron , 2006 , 62 : 11963 —11971
[40 ]  Liu Y, Han B H , Li B , et al . J . Org. Chem. , 1998 , 63 : 1444 — 1454
[41 ]  Corradini R , Buccella G, Galaverna G, et al . Tetrahedron Lett . , 1999 , 40 : 3025 —3028
[42 ]  童林荟(Tong L H) . 化学进展( Progress in Chemistry) , 1990 , 2 (1) : 71 —86

[1] Bo Tang, Wei Wang, Aiqin Luo. New Porous Materials Used as Chiral Stationary Phase for Chromatography [J]. Progress in Chemistry, 2022, 34(2): 328-341.
[2] Xia Li, Hongyan Ma, Xiaojuan Nie, Xu Liu, Chengming Bian, Long Xie. Preparation of Star-Like Polymer Based on Cyclodextrin and Its Application [J]. Progress in Chemistry, 2020, 32(7): 935-942.
[3] Dan-Wei Zhang, Hui Wang, Zhan-Ting Li. Macromolecular and Supramolecular Helical Tubes: Synthesis and Functions [J]. Progress in Chemistry, 2020, 32(11): 1665-1679.
[4] Mingfang Ma, Tianxiang Luan, Pengyao Xing, Zhaolou Li, Xiaoxiao Chu, Aiyou Hao. Low Molecular Weight Organic Compound Gel Based on β-cyclodextrin [J]. Progress in Chemistry, 2019, 31(2/3): 225-235.
[5] Ying Xu, Tingting Gao, Qixiao Wang, Yang Qu, Hongfei Liu, Yuanrong Xin. Preparation Technologies of the Polymer-Based MONOLITH Material and Its Application as Stationary Phase of Affinity Chromatography for the Separation of Biological Macromolecules [J]. Progress in Chemistry, 2018, 30(8): 1112-1120.
[6] Lianxun Gao, Chuanqing Kang*, Lianxun Gao. Anion-Naphthalenediimide Interactions and Their Applications [J]. Progress in Chemistry, 2018, 30(7): 902-912.
[7] Xiang Wang*. Macrocyclic and Supramolecular Chemistry: From Heteracalixaromatics to Coronarenes——In Memory of Professor Zhi-Tang Huang [J]. Progress in Chemistry, 2018, 30(5): 463-475.
[8] Qian Zhao, Shenghua Li, Yu Liu*. Construction and Functions of Supramolecular Cyclodextrin Gels [J]. Progress in Chemistry, 2018, 30(5): 673-683.
[9] Yu Na, Ding Huimin, Wang Cheng. Synthesis and Application of Organic Molecular Cages [J]. Progress in Chemistry, 2016, 28(12): 1721-1731.
[10] Wang Hui, Ponmani Jeyakkumar, Sangaraiah Nagarajan, Meng Jiangping, Zhou Chenghe. Current Researches and Applications of Perylene Compounds [J]. Progress in Chemistry, 2015, 27(6): 704-743.
[11] Gui Zhen, Yan Feng, Li Jinchang, Ge Mengyuan, Ju Huangxian. Applications of Locked Nucleic Acid Molecular Beacons in Molecular Recognition and Bioanalysis [J]. Progress in Chemistry, 2015, 27(10): 1448-1458.
[12] Shen Haimin, Wu Hongke, Shi Hongxin, Ji Hongbing, Yu Wubin. Application of the Heterogeneous Cyclodextrins in Aqueous Phase Organic Synthesis [J]. Progress in Chemistry, 2015, 27(1): 70-78.
[13] Liao Rongqiang, Liu Manshuo, Liao Xiali, Yang Bo. Cyclodextrin-Based Smart Stimuli-Responsive Drug Carriers [J]. Progress in Chemistry, 2015, 27(1): 79-90.
[14] Han Bin, Liao Xiali, Yang Bo. Targeted Drug Delivery Systems Based on Cyclodextrins [J]. Progress in Chemistry, 2014, 26(06): 1039-1049.
[15] Sun Xiaojie, Xing Jun, Zhai Yuxiu, Li Zhaoxin. The Development of Ionic Liquids as Stationary Phases for Gas Chromatography [J]. Progress in Chemistry, 2014, 26(04): 647-656.