Megalo-Cavitands: Synthesis of Acridane[4]arenes and Formation of Large, Deep Cavitands for Selective C70 Uptake

被引:16
|
作者
Pfeuffer-Rooschuez, Jonathan [1 ]
Heim, Salome [1 ]
Prescimone, Alessandro [1 ]
Tiefenbacher, Konrad [1 ,2 ]
机构
[1] Univ Basel, Dept Chem, Mattenstr 24a, CH-4002 Basel, Switzerland
[2] Swiss Fed Inst Technol, Dept Biosyst Sci & Engn, Mattenstr 26, CH-4058 Basel, Switzerland
基金
瑞士国家科学基金会;
关键词
Calixarene; Deep Cavitands; Host-Guest Systems; Macrocycles; Supramolecular Chemistry; BINDING; WATER; FULLERENES; MOLECULES; CHEMISTRY;
D O I
10.1002/anie.202209885
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Deep cavitands, concave molecular containers, represent an important supramolecular host class that has been explored for a variety of applications ranging from sensing, switching, purification and adsorption to catalysis. A major limitation in the field has been the cavitand volume that is restricted by the size of the structural platform utilized (diameter approx. 7 angstrom). We here report the synthesis of a novel, unprecedentedly large structural platform, named acridane[4]arene (diameter approx. 14 angstrom), suitable for the construction of cavitands with volumes of up to 814 angstrom(3). These megalo-cavitands serve as size-selective hosts for fullerenes with mM to sub-mu M binding affinity for C-60 and C-70. Furthermore, the selective binding of fullerene C-70 in the presence of C-60 was demonstrated.
引用
收藏
页数:5
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  • [1] SELECTIVE FORMYLATION OF CALIX[4]ARENES AT THE UPPER RIM AND SYNTHESIS OF NEW CAVITANDS
    ARDUINI, A
    MANFREDI, G
    POCHINI, A
    SICURI, AR
    UNGARO, R
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