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Heteroatom-bridged molecular belts as containers.
Nature Communications ( IF 16.6 ) Pub Date : 2020-07-03 , DOI: 10.1038/s41467-020-17134-3
Jialin Xie 1 , Xia Li 1 , Shenghua Wang 1 , Anquan Li 1 , Long Jiang 1 , Kelong Zhu 1
Affiliation  

Hoop-shaped or belt-like molecules have been fascinating not only due to their challenging synthesis, but also unique physical and chemical properties. The incorporation of heteroatoms (N, O, S, etc.) into these belts could alter both molecular structures and electronic properties which will lead to versatile applications, from advanced host-guest systems to functional materials. Despite numerous computational studies, the synthesis and characterization of heteroatom-bridged double-stranded molecular belts remains scarce. Here we report the synthesis, crystal structure, and host-guest chemistry of two novel heteroatom-bridged belt-like macrocycles composed of phenoxathiin. The bowl-shaped belt demonstrates a strong binding affinity (Ka = 3.6 × 109 M‒2) towards fullerene C60 and forms a 2:1 capsule-like complex with the aid of C‒H···S hydrogen bonds. The column-like belt can bind the cyclic guest [2,2]paracyclophane to form a ring-in-ring complex. The modular synthesis, structural specificity, and diverse host-guest chemistry of cyclophenoxathiins markedly expands the known chemistry of molecular belts.



中文翻译:

杂原子桥接的分子带作为容器。

箍状或带状分子不仅引人入胜,还因为其具有挑战性的合成而引人入胜,而且还具有独特的物理和化学性质。在这些带中掺入杂原子(N,O,S等)可能会改变分子结构和电子性质,这将导致从高级主客体系统到功能材料的广泛应用。尽管进行了大量的计算研究,但杂原子桥联双链分子带的合成和表征仍然很少。在这里,我们报告了由苯恶那苷组成的两个新型杂原子桥接的带状大环的合成,晶体结构和客体化学。碗形带显示出很强的结合亲和力(K a  = 3.6×10 9  M ‒2)向富勒烯C 60的方向移动,并借助C‒H···S氢键形成2:1的胶囊状配合物。柱状带可以结合环状客体[2,2]对环烷形成环环复合物。环吩沙星的模块化合成,结构特异性和多种客体化学性质显着扩展了分子带的已知化学性质。

更新日期:2020-07-03
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