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用于获取含多个杂原子的碗状分子的外周-核心策略。

Periphery-Core Strategy to Access a Bowl-Shaped Molecule Bearing Multiple Heteroatoms.

作者信息

Wu Jianrong, Zhang Gang

机构信息

Jiangsu Co-Innovation Center for Efficient Processing and Utilization of Forest Products, College of Chemical Engineering, Nanjing Forestry University, Longpan Road 159, Nanjing, 210037, P. R. China.

出版信息

Angew Chem Int Ed Engl. 2022 Sep 12;61(37):e202208061. doi: 10.1002/anie.202208061. Epub 2022 Aug 8.

DOI:10.1002/anie.202208061
PMID:35732597
Abstract

Most of the bowl-shaped molecules are synthesized via a core-periphery strategy with the bowl rim closed at the final stage. However, the construction of heteroatom-doped buckybowls by the periphery-core method with the bowl bottom sealed by inserting new atoms in the last step is quite limited. Herein we report the synthesis of a bowl-shaped compound containing four sulfur atoms and two embedded N-B bonds with the ratio of carbon atom and heteroatom as low as four through a periphery-core strategy. Crystallographic analysis confirms the formation of a bowl-shaped structure. The multiple heteroatoms alter the molecular electronic structure, thus resulting in the distinct aromaticity when compared with its all-carbon congener. The electron-rich buckybowl shows a strong interaction with the electron-deficient fullerene C by forming a 1 : 1 complex in toluene.

摘要

大多数碗状分子是通过核心-外围策略合成的,碗边缘在最后阶段封闭。然而,通过外围-核心方法构建杂原子掺杂的巴基碗,在最后一步通过插入新原子来密封碗底的情况非常有限。在此,我们报告了通过外围-核心策略合成一种含有四个硫原子和两个嵌入N-B键的碗状化合物,其碳原子与杂原子的比例低至4。晶体学分析证实形成了碗状结构。多个杂原子改变了分子电子结构,因此与其全碳同系物相比具有明显的芳香性。富电子的巴基碗在甲苯中通过形成1:1络合物与缺电子的富勒烯C表现出强烈的相互作用。

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Self-Assembly of a Purely Organic Bowl in Water via Acylhydrazone Formation.通过酰腙形成在水中自组装纯有机碗。
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