Heteroatom-bridged molecular belts as containers

Heteroatom-bridged molecular belts as containers
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作为容器的杂原子桥分子带

DOI:
10.1038/s41467-020-17134-3
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发表时间:
2020-07
影响因子:
16.6
通讯作者:
Zhu Kelong
Zhu Kelong
中科院分区:
综合性期刊1区
文献类型:
--
作者:
Xie Jialin;Li Xia;Wang Shenghua;Li Anquan;Jiang Long;Zhu Kelong

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环状或带状分子不仅因其具有挑战性的合成,而且因其独特的物理和化学性质而令人着迷。杂原子(N、O、S等)的引入可使化合物的结构发生变化。这些带可以改变分子结构和电子性质,这将导致从先进的主客体系统到功能材料的多方面应用。尽管有大量的计算研究,杂原子桥接的双链分子带的合成和表征仍然很少。在这里,我们报告的合成,晶体结构和主客体化学的两个新的杂原子桥带状大环组成的吩恶噻。碗状带对富勒烯C60表现出较强的结合亲和力(Ka= 3.6 × 109 M-2),并在C-H···S氢键的帮助下形成2:1的胶囊状复合物。该柱状带可以与环状客体[2,2]对环芳形成环中环配合物。环吩恶噻的模块化合成,结构特异性和多样的主客体化学显着扩展了分子带的已知化学。
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 × 109M‒2) towards fullerene C60and 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.
DOI: 10.1021/ja301278p
发表时间: 2012-03-28
影响因子: 15
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发表时间: 1999-05
期刊: ChemInform
影响因子: --
作者:
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