Concentration-Dependent Self-Assembly of an Unusually Large Hexameric Hydrogen-Bonded Molecular Cage

被引：12

作者：

Merget, Severin ^{[1
]}

Catti, Lorenzo ^{[2
]}

Zev, Shani ^{[3
,4
]}

Major, Dan T. ^{[3
,4
]}

Trapp, Nils ^{[5
]}

Tiefenbacher, Konrad ^{[1
,6
]}

机构：

[1] Univ Basel, Dept Chem, Mattenstr 24a, CH-4058 Basel, Switzerland

[2] Kanazawa Univ, WPI Nano Life Sci Inst WPINanoLSI, Kakuma Machi, Kanazawa, Ishikawa 9201192, Japan

[3] Bar Ilan Univ, Dept Chem, IL-52900 Ramat Gan, Israel

[4] Bar Ilan Univ, Inst Nanotechnol & Adv Mat, IL-52900 Ramat Gan, Israel

[5] Swiss Fed Inst Technol, Lab Organ Chem, Vladimir Prelog Weg 3, CH-8093 Zurich, Switzerland

[6] Swiss Fed Inst Technol, Dept Biosyst Sci & Engn, Mattenstr 26, CH-4058 Basel, Switzerland

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2021年 / 27卷 / 13期

基金：

欧盟地平线“2020”; 欧洲研究理事会;

关键词：

amides; fullerenes; host– guest complexes; self-assembly; supramolecular chemistry;

D O I：

10.1002/chem.202005046

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The sizes of available self-assembled hydrogen-bond-based supramolecular capsules and cages are rather limited. The largest systems have volumes of approximately 1400-2300 angstrom(3). Herein, we report a large, hexameric cage based on intermolecular amide-amide dimerization. The unusual structure with openings, reminiscent of covalently linked cages, is held together by 24 hydrogen bonds. With a diameter of 2.3 nm and a cavity volume of similar to 2800 angstrom(3), the assembly is larger than any previously known capsule/cage structure relying exclusively on hydrogen bonds. The self-assembly process in chlorinated, organic solvents was found to be strongly concentration dependent, with the monomeric form prevailing at low concentrations. Additionally, the formation of host-guest complexes with fullerenes (C-60 and C-70) was observed.

引用

页码：4447 / 4453

页数：7

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