Functionalized cucurbiturils and their applications

被引:809
作者
Kim, Kimoon
Selvapalam, Narayanan
Ko, Young Ho
Park, Kyeng Min
Kim, Dongwoo
Kim, Jeeyeon
机构
[1] Pohang Univ Sci & Technol, Natl Creat Res Initiat Ctr Smart Supramol, Pohang 790784, South Korea
[2] Pohang Univ Sci & Technol, Dept Chem, Pohang 790784, South Korea
关键词
D O I
10.1039/b603088m
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cucurbit[n]uril (CB[n], n = 5-10), a new family of molecular hosts comprising n glycoluril units, have gained much attention in the new millennium for their exceptional molecular recognition ability. The CB homologues have brought dynamism to CB chemistry, as witnessed by the heightened interest in the field for the last several years. Compared to the chemistry of cyclodextrins and calixarenes, however, that of CB[n] has developed slowly until recently, which may be attributed mainly to their poor solubility in common solvents, and inability to functionalize these molecules. The direct functionalization method of CB[n] propelled CB chemistry to a new height as this new method not only solved the solubility problem but also opened up the gateway to the generation of tailor-made CB[n] derivatives. The functionalization of CB [n] led us to investigate numerous applications including artificial ion channels, vesicles, stationary phases in chromatography, ISEs, polymers, nanomaterials, and many others. This tutorial review describes the recent advances and challenges in the functionalization of CBs along with the applications of functionalized CBs.
引用
收藏
页码:267 / 279
页数:13
相关论文
共 53 条
[1]  
BEHREND R, 1905, LIEBIGS ANN CHEM, V339, P1, DOI DOI 10.1002/JLAC.19053390102
[2]   Acyclic congener of cucurbituril: Synthesis and recognition properties [J].
Burnett, CA ;
Witt, D ;
Fettinger, JC ;
Isaacs, L .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (16) :6184-6191
[3]   Cucurbituril and α- and β-cyclodextrins as ligands for the complexation of nonionic surfactants and polyethyleneglycols in aqueous solutions [J].
Buschmann, HJ ;
Jansen, K ;
Schollmeyer, E .
JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2000, 37 (1-4) :231-236
[4]  
CHOI J, UNPUB
[5]   Controlling factors in the synthesis of cucurbituril and its homologues [J].
Day, A ;
Arnold, AP ;
Blanch, RJ ;
Snushall, B .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (24) :8094-8100
[6]  
Day AI, 2002, ANGEW CHEM INT EDIT, V41, P275, DOI 10.1002/1521-3773(20020118)41:2<275::AID-ANIE275>3.0.CO
[7]  
2-M
[8]   A method for synthesizing partially substituted cucurbit[n]uril [J].
Day, AI ;
Arnold, AP ;
Blanch, RJ .
MOLECULES, 2003, 8 (01) :74-84
[9]   The structure of the potassium channel:: Molecular basis of K+ conduction and selectivity [J].
Doyle, DA ;
Cabral, JM ;
Pfuetzner, RA ;
Kuo, AL ;
Gulbis, JM ;
Cohen, SL ;
Chait, BT ;
MacKinnon, R .
SCIENCE, 1998, 280 (5360) :69-77
[10]   Quasi-2D polymer objects from patterned, crosslinked polymer brushes [J].
Edmondson, S ;
Huck, WTS .
ADVANCED MATERIALS, 2004, 16 (15) :1327-+