Cucurbituril chemistry: a tale of supramolecular success

被引：825
作者：
Masson, Eric [1 ]
Ling, Xiaoxi [1 ]
Joseph, Roymon [1 ]
Kyeremeh-Mensah, Lawrence [1 ]
Lu, Xiaoyong [1 ]
机构：
[1] Ohio Univ, Dept Chem & Biochem, Athens, OH 45701 USA
来源：
RSC ADVANCES | 2012年 / 2卷 / 04期
关键词：
HOST-GUEST COMPLEXES; U-SHAPED CONFORMATION; SIDE-CHAIN PSEUDOPOLYROTAXANES; FLUORESCENT DYE DISPLACEMENT; NMR CHEMICAL-SHIFTS; INCLUSION COMPLEX; MOLECULAR RECOGNITION; ALPHA-CYCLODEXTRIN; CRYSTAL-STRUCTURE; AQUEOUS-SOLUTION;
D O I：
10.1039/c1ra00768h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
This review highlights the past six year advances in the blossoming field of cucurbit[n]uril chemistry. Because of their exceptional recognition properties in aqueous medium, these pumpkin-shaped macrocycles have been generating some tremendous interest in the supramolecular community. They have also become key units in various self-organizing and stimulus-controlled assemblies, as well as in advanced materials and drug carriers. The scope of this review is limited to the main family of cucurbit[n]urils (n = 5, 6, 7, 8, 10). The reader will find an overview of their preparation, their physicochemical and biological properties, as well as their recognition abilities towards various organic and inorganic guests. Detailed thermodynamic and kinetic considerations, as well as multiple applications including supramolecular catalysis are also discussed.
引用
收藏
页码：1213 / 1247
页数：35
相关论文
共 420 条
  • [1] Supramolecular Systems Based on Ca2+, [Mo3O2S2Cl6(H2O)3]2s-, [Mo3S4Cl6.75Br0.25(H2O)2]3s- and Cucurbit[6]uril
    Abramov, P. A.
    Adonin, S. A.
    Peresypkina, E. V.
    Sokolov, M. N.
    Fedin, V. P.
    [J]. JOURNAL OF STRUCTURAL CHEMISTRY, 2010, 51 (04) : 731 - 736
  • [2] Electronic substituent effects for the fine-tuning of the regioselectivity in the diastereoselective rearrangement of 1,3-cyclopentanediyl radical cations generated from tricyclo[3.3.0.02,4]octanes (housanes) by chemical electron transfer
    Adam, W
    Heidenfelder, T
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (46) : 11858 - 11863
  • [3] Synthesis, Reactivity, and Kinetics of Substitution in W3PdSe4 Cuboidal Clusters. A Reexamination of the Kinetics of Substitution of the Related W3S4 Cluster with Thiocyanate
    Algarra, Andres G.
    Sokolov, Maxim N.
    Gonzalez-Platas, Javier
    Jesus Fernandez-Trujillo, Maria
    Basallote, Manuel G.
    Hernandez-Molina, Rita
    [J]. INORGANIC CHEMISTRY, 2009, 48 (08) : 3639 - 3649
  • [4] Snap-Top Nanocarriers
    Ambrogio, Michael W.
    Pecorelli, Travis A.
    Patel, Kaushik
    Khashab, Niveen M.
    Trabolsi, All
    Khatib, Hussam A.
    Botros, Youssry Y.
    Zink, Jeffrey I.
    Stoddarrt, J. Fraser
    [J]. ORGANIC LETTERS, 2010, 12 (15) : 3304 - 3307
  • [5] A general and efficient method to form self-assembled cucurbit[n]uril monolayers on gold surfacest
    An, Qi
    Li, Guangtao
    Tao, Chengan
    Li, Yan
    Wu, Yiguang
    Zhang, Weixia
    [J]. CHEMICAL COMMUNICATIONS, 2008, (17) : 1989 - 1991
  • [6] A facile method for preparing one-molecule-thick free-standing organic nanosheets with a regular square shape
    An, Qi
    Chen, Qing
    Zhu, Wei
    Li, Yan
    Tao, Cheng-an
    Yang, Haowei
    Li, Zhanping
    Wan, Lijun
    Tian, He
    Li, Guangtao
    [J]. CHEMICAL COMMUNICATIONS, 2010, 46 (05) : 725 - 727
  • [7] Selective Positioning of CB[8] on Two Linked Viologens and Electrochemically Driven Movement of the Host Molecule
    Andersson, Samir
    Zou, Dapeng
    Zhang, Rong
    Sun, Shiguo
    Akermark, Bjorn
    Sun, Licheng
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (08) : 1163 - 1172
  • [8] Light driven formation of a supramolecular system with three CB[8]s locked between redox-active Ru(bpy)3 complexes
    Andersson, Samir
    Zou, Dapeng
    Zhang, Rong
    Sun, Shiguo
    Sun, Licheng
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2009, 7 (17) : 3605 - 3609
  • [9] pH-responsive supramolecular nanovalves based on cucurbit[6]uril pseudorotaxanes
    Angelos, Sarah
    Yang, Ying-Wei
    Patel, Kaushik
    Stoddart, J. Fraser
    Zink, Jeffrey I.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (12) : 2222 - 2226
  • [10] pH Clock-Operated Mechanized Nanoparticles
    Angelos, Sarah
    Khashab, Niveen M.
    Yang, Ying-Wei
    Trabolsi, Ali
    Khatib, Hussam A.
    Stoddart, J. Fraser
    Zink, Jeffrey I.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (36) : 12912 - +
12345678910