Aqueous Assembly of Zwitterionic Daisy Chains

被引：8
|
作者：
Aeschi, Yves [1 ,2 ]
Drayss-Orth, Sylvie [1 ]
Valasek, Michal [3 ]
Haussinger, Daniel [1 ]
Mayor, Marcel [1 ,2 ,3 ,4 ]
机构：
[1] Univ Basel, Dept Chem, St Johanns Ring 19, CH-4056 Basel, Switzerland
[2] Univ Basel, Swiss Nanosci Inst, Klingelbergstr 82, CH-4056 Basel, Switzerland
[3] Karlsruhe Inst Technol, Inst Nanotechnol INT, POB 3640, D-76021 Karlsruhe, Germany
[4] Sun Yat Sen Univ, Sch Chem, LIFM, Guangzhou 510275, Guangdong, Peoples R China
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2019年 / 25卷 / 01期
基金：
瑞士国家科学基金会;
关键词：
click-chemistry; cyclophane; daisy chain; hydrophobic complexation; rotaxane; DONOR-ACCEPTOR; CYCLOPHANE; EXCHANGE; COMPLEXATION; MOLECULES; ROTAXANES; BINDING;
D O I：
10.1002/chem.201803944
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The synthesis and characterization of zwitterionic molecular [c2]- and [a2]-daisy chains are described, relying on recognition of a positively charged cyclophane and a negatively charged oligo(phenylene-ethynylene) (OPE) rod in aqueous medium. For this purpose, syntheses of an acetylene-functionalized macrocyclic receptor and a water-soluble OPE-rod as the guest component are presented, from which a heteroditopic daisy chain monomer was prepared. This monomer aggregated strongly in water/methanol 4:1 and formed molecular daisy chains, which were isolated as interlocked species from a stoppering reaction at 1 mm concentration. The cyclic dimer [c2] was the main product with an isolated yield of 30 % and consisted of a mixture of diastereomers, as evidenced by H-1 NMR spectroscopy.
引用
收藏
页码：285 / 295
页数：11
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