五庚烯结构的合成:环戊并[ef]庚二烯到菲的重排

IF 9.4 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY CCS Chemistry Pub Date : 2024-10-30 DOI:10.31635/ccschem.024.202404765
Chang Wang, Chenyu Hu, Weize Wang, Jun Yang, Junzhi Liu
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引用次数: 0

摘要

长期以来,合成化学和材料科学一直在研究新型碳同素异形体,而石墨烯是过去十年中研究最为深入的碳纳米结构。然而,由于在两个维度上设计和合成非六边形图案具有挑战性,人们尚未合成出具有相同数量五边形和七边形的类似碳五庚烷。在合成含有四对五角庚方和一个庚烯单元的五庚方亚结构(或命名为纳米五庚方,NPH)的过程中,首次观察到了意想不到的环戊并[ef]庚烯-转化为菲的重排,并产生了两种新型化合物(NPH-R1 和 NPH-R2)。实验和理论结果表明,NPH 系列比尺寸相似的六方类似物(如六全六苯并硼烯,HBC)具有更窄的能隙。我们在此报告的工作基于天青石化学,为制备新型碳异构体五庚烯纳米结构提供了新的见解。
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Toward the Synthesis of Pentaheptite Substructure: The Cyclopenta[ef]heptalene to Phenanthrene Rearrangement

Novel carbon allotropes have long been pursued in synthetic chemistry and materials science, and graphene has been the most well-investigated carbon nanostructure in the past decade. However, an analogous carbon pentaheptite with equal numbers of pentagons and heptagons has not yet been synthesized because designing and synthesizing nonhexagon motifs along two dimensions is challenging. During the synthesis of a pentaheptite substructure (or named nanopentaheptite, NPH), which contain four pentagon-heptagon pairs and one heptalene unit, unexpected cyclopenta[ef]heptalene-into-phenanthrene rearrangements were observed for the first time, yielding two novel compounds ( NPH-R1 and NPH-R2). Experimental and theoretical results demonstrated that the NPH series exhibits narrower energy gaps than that of their hexagonal analog with similar size (e.g., hexa-peri-hexabenzocoronene, HBC). Our work reported herein, based on the azulene chemistry, provides new insights into the preparation of novel carbon allotrope pentaheptite nanostructures.

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来源期刊
CCS Chemistry
CCS Chemistry Chemistry-General Chemistry
CiteScore
13.60
自引率
13.40%
发文量
475
审稿时长
10 weeks
期刊介绍: CCS Chemistry, the flagship publication of the Chinese Chemical Society, stands as a leading international chemistry journal based in China. With a commitment to global outreach in both contributions and readership, the journal operates on a fully Open Access model, eliminating subscription fees for contributing authors. Issued monthly, all articles are published online promptly upon reaching final publishable form. Additionally, authors have the option to expedite the posting process through Immediate Online Accepted Article posting, making a PDF of their accepted article available online upon journal acceptance.
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