Multiple threading of a triple-calix[6]arene host

被引:3
|
作者
Iuliano, Veronica [1 ]
Ciao, Roberta [1 ]
Vignola, Emanuele [1 ]
Talotta, Carmen [1 ]
Iannece, Patrizia [1 ]
De Rosa, Margherita [1 ]
Soriente, Annunziata [1 ]
Gaeta, Carmine [1 ]
Neri, Placido [1 ]
机构
[1] Univ Salerno, Lab Supramol Chem, Dipartimento Chim & Biol A Zambelli, Via Giovanni Paolo II 132, I-84084 Salerno, Italy
来源
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 15卷
关键词
calixarene; multiple-threading; pseudo[n]rotaxane; stereoisomers; PSEUDOROTAXANE; FUNCTIONALIZATION; COMPLEXATION; RECOGNITION; CAVITY; WHEEL; UNITS; AXLE;
D O I
10.3762/bjoc.15.207
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the triple-calix[6]arene derivative 6 in which three calix[6]arene macrocycles are linked to a central 1,3,5-trimethylbenzene moiety is reported. Derivative 6 is able to give multiple-threading processes in the presence of dialkylammonium axles. The formation of pseudo[2]rotaxane, pseudo [3]rotaxane, and pseudo [4]rotaxane by threading one, two, and three, respectively, calix-wheels of 6 has been studied by 1D and 2D NMR, DOSY, and ESI-FT-ICR MS/MS experiments. The use of a directional alkylbenzylammonium axle led to the stereoselective formation of endo-alkyl pseudo [n]rotaxane stereoisomers.
引用
收藏
页码:2092 / 2104
页数:13
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