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Synthesis of a Tetraepoxy Nanobelt and Its Reductive Aromatization Attempts
Organic Materials Pub Date : 2020-12-18 , DOI: 10.1055/s-0040-1721101
Yi Han 1 , Shaoqiang Dong 1 , Yuan Cheng Liau 1 , Chunyan Chi 1
Affiliation  

Hydrocarbon nanobelts have recently attracted tremendous interest. Herein, we report our recent progress towards the synthesis of a newly designed hydrocarbon nanobelt tetrabenzo[10]cyclacene, which can be regarded as a sidewall fragment of the (10,0) carbon nanotube. The structures of both key intermediates — “U”-shape diepoxy building block and tetraepoxy nanobelt — were confirmed by single-crystal X-ray diffraction. Our preliminary reductive aromatization reactions revealed that a tetrahydrogenated species instead of tetrabenzo[10]cyclacene was formed during this process. Computational results further revealed that hydrogenation can lead to significant strain release of the backbone structure of tetrabenzo[10]cyclacene, which may attribute to the absence of the target compound during the reductive aromatization.



中文翻译:

四环氧纳米带的合成及其还原芳香化尝试

碳氢化合物纳米带最近引起了极大的兴趣。在这里,我们报告了我们最近在合成新设计的烃纳米带四苯并[10]环并苯中的最新进展,该烃可以被视为(10,0)碳纳米管的侧壁片段。通过单晶X射线衍射证实了两种关键中间体的结构-“ U”形二环氧构建基和四环氧纳米带。我们的初步还原性芳构化反应表明,在此过程中形成了四氢化物而不是四苯并[10]环并苯。计算结果进一步表明,氢化可导致四苯并[10]环并四苯的骨架结构显着释放应变,这可能归因于还原性芳构化过程中目标化合物的缺失。

更新日期:2020-12-20
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