Using Host-Guest Complexation to Fold a Flexible Linear Organic String: Kinetically Controlled Syntheses of [3]Catenanes and a Five-Membered Molecular Necklace

被引:19
作者
Chang, Chia-Fong [1 ]
Chuang, Chun-Ju [1 ]
Lai, Chien-Chen [2 ,3 ]
Liu, Yi-Hung [1 ]
Peng, Shie-Ming [1 ]
Chiu, Sheng-Hsien [1 ]
机构
[1] Natl Taiwan Univ, Dept Chem, Taipei 10617, Taiwan
[2] Natl Chung Hsing Univ, Inst Mol Biol, Taichung 40227, Taiwan
[3] China Med Univ, Grad Inst Chinese Med Sci, Taichung, Taiwan
关键词
catenanes; macrocyclizations; molecular necklaces; molecular recognition; template synthesis; TEMPLATE-DIRECTED SYNTHESIS; RING-CLOSURE REACTIONS; ROTAXANE; DELIVERY; CHLORIDE; SALTS;
D O I
10.1002/anie.201205498
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Rings and necklaces: Three [3]catenanes and a five-membered molecular necklace ([5]MN), with up to 60- and 92-membered rings as their centerpieces, respectively, have been synthesized. The synthesis started from the corresponding complexes in which the threaded flexible linear guests were bent at approximately right angles to facilitate kinetically controlled macrocyclizations. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:10094 / 10098
页数:5
相关论文
共 62 条
[51]  
2-4
[52]  
ROH SG, 1999, ANGEW CHEM, V111, P671
[53]  
Rowan S. J., 2002, ANGEW CHEM, V114, P896
[54]  
Rowan SJ, 2002, ANGEW CHEM INT EDIT, V41, P898, DOI 10.1002/1521-3773(20020315)41:6<898::AID-ANIE898>3.0.CO
[55]  
2-E
[56]   The gem-dialkyl effect in electron transfer reactions:: Rapid synthesis of seven-membered rings through an electrochemical annulation [J].
Sperry, JB ;
Wright, DL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (22) :8034-8035
[57]  
Steed J.W., 2009, SUPRAMOL CHEM, VSecond
[58]   Secondary building units, nets and bonding in the chemistry of metal-organic frameworks [J].
Tranchemontagne, David J. ;
Mendoza-Cortes, Jose L. ;
O'Keeffe, Michael ;
Yaghi, Omar M. .
CHEMICAL SOCIETY REVIEWS, 2009, 38 (05) :1257-1283
[59]   Investigation of the intracellular delivery of fluoresceinated peptides by a host-[2]rotaxane [J].
Wang, Xiaoyang ;
Bao, Xiaofeng ;
McFarland-Mancini, Molly ;
Isaacsohn, Idit ;
Drew, Angela F. ;
Smithrud, David B. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (23) :7284-7293
[60]  
Weber E., 1992, TOP CURR CHEM, V161, P1