Expanding the Pillararene Chemistry: Synthesis and Application of a 10+1 Functionalized Pillar[5]arene

被引:36
作者
Bojtar, Marton [1 ]
Simon, Andras [2 ]
Bombicz, Petra [3 ]
Bitter, Istvan [1 ]
机构
[1] Budapest Univ Technol & Econ, Dept Organ Chem & Technol, H-1521 Budapest, Hungary
[2] Budapest Univ Technol & Econ, Dept Inorgan & Analyt Chem, H-1521 Budapest, Hungary
[3] Hungarian Acad Sci, Res Ctr Nat Sci, H-1519 Budapest, Hungary
基金
匈牙利科学研究基金会;
关键词
HOST-GUEST COMPLEXATION; SELF-INCLUSION BEHAVIOR; RAY CRYSTAL-STRUCTURE; MOLECULAR RECOGNITION; WATER; CALIXARENES; OXIDATION; ATP;
D O I
10.1021/acs.orglett.7b02092
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel functionality was introduced in the pillararene family by the Claisen rearrangement of monoallyl pillar[S]arene. This new key derivative can lead to the formation of a 10 + 1 functionalized derivative, a useful scaffold for further derivatization. Except for the previously known monodeprotection reaction, all steps proceed efficiently with high yields and easy separation. In addition, a solvent responsive pseudo[1]rotaxane was synthesized based on this novel functionality.
引用
收藏
页码:4528 / 4531
页数:4
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共 43 条
[41]   A Water-Soluble Pillar[6]arene: Synthesis, Host-Guest Chemistry, and Its Application in Dispersion of Multiwalled Carbon Nanotubes in Water [J].
Yu, Guocan ;
Xue, Min ;
Zhang, Zibin ;
Li, Jinying ;
Han, Chengyou ;
Huang, Feihe .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (32) :13248-13251
[42]   Pillararene-Based Assemblies: Design Principle, Preparation and Applications [J].
Zhang, Huacheng ;
Zhao, Yanli .
CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (50) :16862-16879
[43]   Four constitutional isomers of BMpillar[5]arene: synthesis, crystal structures and complexation with n-octyltrimethyl ammonium hexafluorophosphate [J].
Zhang, Zibin ;
Luo, Yan ;
Xia, Binyuan ;
Han, Chengyou ;
Yu, Yihua ;
Chen, Xiaopeng ;
Huang, Feihe .
CHEMICAL COMMUNICATIONS, 2011, 47 (08) :2417-2419