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反芳香性环[12]碳和环[20]碳的表面合成与表征

On-surface synthesis and characterization of anti-aromatic cyclo[12]carbon and cyclo[20]carbon.

作者信息

Sun Luye, Zheng Wei, Kang Faming, Gao Wenze, Wang Tongde, Gao Guohua, Xu Wei

机构信息

Interdisciplinary Materials Research Center, School of Materials Science and Engineering, Tongji University, Shanghai, 201804, People's Republic of China.

Shanghai Key Laboratory of Special Artificial Microstructure Materials and Technology, School of Physics Science and Engineering, Tongji University, Shanghai, 200092, People's Republic of China.

出版信息

Nat Commun. 2024 Sep 3;15(1):7649. doi: 10.1038/s41467-024-52115-w.

DOI:10.1038/s41467-024-52115-w
PMID:39223168
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11369269/
Abstract

Cyclo[n]carbons have recently attracted significant attention owing to their geometric and electronic structures remaining largely unexplored in the condensed phase. In this work, we focus on two anti-aromatic cyclocarbons, namely C and C. By designing two fully halogenated molecular precursors both including 4-numbered rings, we further extend the on-surface retro-Bergman ring-opening reaction, and successfully produce C and C. The polyynic structures of C and C are unambiguously revealed by bond-resolved atomic force microscopy. More importantly, subtly positioning the C molecule into an atomic fence formed by Cl clusters allows us to experimentally probe its frontier molecular orbitals, yielding a transport gap of 3.8 eV measured from scanning tunneling spectroscopy. Our work may advance the field by easier synthesis of a series of cyclocarbons via on-surface retro-Bergman ring-opening strategy.

摘要

环[n]碳由于其在凝聚相中的几何和电子结构在很大程度上尚未被探索,最近引起了广泛关注。在这项工作中,我们聚焦于两种反芳香性环碳,即C和C。通过设计两种均包含四元环的全卤代分子前驱体,我们进一步拓展了表面逆伯格曼开环反应,并成功制备出了C和C。通过键分辨原子力显微镜明确揭示了C和C的多炔结构。更重要的是,将C分子巧妙地置于由Cl簇形成的原子围栏中,使我们能够通过实验探测其前沿分子轨道,从扫描隧道光谱测得的传输能隙为3.8 eV。我们的工作可能通过表面逆伯格曼开环策略更简便地合成一系列环碳来推动该领域的发展。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c18a/11369269/b717d34641c6/41467_2024_52115_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c18a/11369269/a84ec4a51f9b/41467_2024_52115_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c18a/11369269/1887c291bf6d/41467_2024_52115_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c18a/11369269/27639d0e1d2a/41467_2024_52115_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c18a/11369269/b717d34641c6/41467_2024_52115_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c18a/11369269/a84ec4a51f9b/41467_2024_52115_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c18a/11369269/1887c291bf6d/41467_2024_52115_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c18a/11369269/27639d0e1d2a/41467_2024_52115_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c18a/11369269/b717d34641c6/41467_2024_52115_Fig4_HTML.jpg

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本文引用的文献

1
The odd-number cyclo[13]carbon and its dimer, cyclo[26]carbon.奇数环[13]碳及其二聚体环[26]碳。
Science. 2024 May 10;384(6696):677-682. doi: 10.1126/science.ado1399. Epub 2024 May 9.
2
On-surface synthesis of aromatic cyclo[10]carbon and cyclo[14]carbon.表面合成芳香[10]环碳和[14]环碳。
Nature. 2023 Nov;623(7989):972-976. doi: 10.1038/s41586-023-06741-x. Epub 2023 Nov 29.
3
On-surface synthesis of a doubly anti-aromatic carbon allotrope.表面合成的双反芳香碳同素异形体。
扫描隧道显微镜中使用共功能化探针的轨道密度成像的距离和电压依赖性
ACS Nano. 2025 Jan 21;19(2):2641-2650. doi: 10.1021/acsnano.4c14476. Epub 2025 Jan 8.
Nature. 2023 Nov;623(7989):977-981. doi: 10.1038/s41586-023-06566-8. Epub 2023 Oct 25.
4
Cyclo[18]carbon Formation from CBr and C(CO) Precursors.由CBr和C(CO)前体形成环[18]碳。
J Phys Chem Lett. 2022 Nov 10;13(44):10318-10325. doi: 10.1021/acs.jpclett.2c02659. Epub 2022 Oct 28.
5
Selectivity in single-molecule reactions by tip-induced redox chemistry.通过尖端诱导的氧化还原化学实现单分子反应的选择性。
Science. 2022 Jul 15;377(6603):298-301. doi: 10.1126/science.abo6471. Epub 2022 Jul 14.
6
Synthesis of Contorted Polycyclic Conjugated Hydrocarbons via Regioselective Activation of Cyclobutadienoids.通过环丁二烯类化合物的区域选择性活化合成扭曲的多环共轭烃。
J Am Chem Soc. 2022 Jul 20;144(28):12715-12724. doi: 10.1021/jacs.2c02457. Epub 2022 Jul 6.
7
Odd-Number Cyclo[]Carbons Sustaining Alternating Aromaticity.维持交替芳香性的奇数环碳。
J Phys Chem A. 2022 Apr 28;126(16):2445-2452. doi: 10.1021/acs.jpca.1c08507. Epub 2022 Apr 14.
8
Stability of the polyynic form of C, C, C, and C nanorings: a challenge tackled by range-separated double-hybrid density functionals.C、C、C和C纳米环的多炔形式的稳定性:范围分离双杂化密度泛函解决的一个挑战。
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9
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J Phys Chem A. 2020 Dec 24;124(51):10849-10855. doi: 10.1021/acs.jpca.0c09692. Epub 2020 Dec 10.
10
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J Am Chem Soc. 2020 Jul 29;142(30):12921-12924. doi: 10.1021/jacs.0c05033. Epub 2020 Jul 15.