Synthesis of [2]Catenanes by Template-Directed Clipping Approach

被引:19
作者
Li, Ziyong [1 ]
Liu, Wenju [1 ]
Wu, Jishan [2 ]
Liu, Sheng Hua [1 ]
Yin, Jun [1 ]
机构
[1] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China
[2] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
基金
中国国家自然科学基金;
关键词
THERMODYNAMIC CONTROL; CATENANES; COMPLEXES; ROTAXANES; MACROCYCLE;
D O I
10.1021/jo3012804
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of [2]catenanes were efficiently synthesized in high yields by a template-directed clipping approach with the formation of one macrocycle around another macrocycle containing a dialkylammonium recognition site. Their structures were identified by the NMR spectra and ESI mass spectrometry, and their geometries were investigated by the theoretical calculation.
引用
收藏
页码:7129 / 7135
页数:7
相关论文
共 47 条
  • [1] Template-directed synthesis of multiply mechanically interlocked molecules under thermodynamic control
    Aricó, F
    Chang, T
    Cantrill, SJ
    Khan, SI
    Stoddart, JF
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (16) : 4655 - 4666
  • [2] Balzani V., 2008, MOL DEVICES MACHINES, DOI DOI 10.1002/9783527621682
  • [3] Anion-templated assembly of interpenetrated and interlocked structures
    Beer, Paul D.
    Sambrook, Mark R.
    Curiel, David
    [J]. CHEMICAL COMMUNICATIONS, 2006, (20) : 2105 - 2117
  • [4] Template-Directed Syntheses of Rigid Oligorotaxanes under Thermodynamic Control
    Belowich, Matthew E.
    Valente, Cory
    Stoddart, J. Fraser
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (40) : 7208 - 7212
  • [5] Strategies and Tactics for the Metal-Directed Synthesis of Rotaxanes, Knots, Catenanes, and Higher Order Links
    Beves, Jonathon E.
    Blight, Barry A.
    Campbell, Christopher J.
    Leigh, David A.
    McBurney, Roy T.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (40) : 9260 - 9327
  • [6] Self-assembly of new fluorescent Pd(II) and Pt(II) 2,7-diazapyrenium-based metallocycles and study of their inclusion complexes and [3]catenanes
    Blanco, Victor
    Garcia, Marcos D.
    Peinador, Carlos
    Quintela, Jose M.
    [J]. CHEMICAL SCIENCE, 2011, 2 (12) : 2407 - 2416
  • [7] Transition metal complexes as molecular machine prototypes
    Champin, Benoit
    Mobian, Pierre
    Sauvage, Jean-Pierre
    [J]. CHEMICAL SOCIETY REVIEWS, 2007, 36 (02) : 358 - 366
  • [8] Interlocked host rotaxane and catenane structures for sensing charged guest species via optical and electrochemical methodologies
    Chmielewski, Michal J.
    Davis, Jason J.
    Beer, Paul D.
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2009, 7 (03) : 415 - 424
  • [9] Self-Assembled Multi-Component Catenanes: Structural Insights into an Adaptable Class of Molecular Receptors and [2]-Catenanes
    Chung, Mee-Kyung
    White, Peter S.
    Lee, Stephen J.
    Waters, Marcey L.
    Gagne, Michel R.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (28) : 11415 - 11429
  • [10] Synthesis of a Molecular Charm Bracelet via Click Cyclization and Olefin Metathesis Clipping
    Clark, Paul G.
    Guidry, Erin N.
    Chan, Wing Yan
    Steinmetz, Wayne E.
    Grubbs, Robert H.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (10) : 3405 - 3412