The odd-number cyclo[13]carbon and its dimer, cyclo[26]carbon

• 成果类型: Article
• 署名作者: Albrecht, Florian; Roncevic, Igor; Gao, Yueze; Paschke, Fabian; Baiardi, Alberto; Tavernelli, Ivano; Mishra, Shantanu; Anderson, Harry L.; Gross, Leo
• 署名单位: University of Oxford
• 刊物名称: SCIENCE
• ISSN/ISSBN: 0036-8158
• DOI: 10.1126/science.ado1399
• 发表日期: 2024-05-10
• 页码: 677-682
• 关键词: all-carbon; basis-sets; aromaticity; cyclization; generation; molecules

摘要

Molecular rings of N carbon atoms (cyclo[N]carbons, or C-N) are excellent benchmarking systems for testing quantum chemical theoretical methods and valuable precursors to other carbon-rich materials. Odd-N cyclocarbons, which have been elusive to date, are predicted to be even less stable than even-N cyclocarbons. We report the on-surface synthesis of cyclo[13]carbon, C-13, by manipulation of decachlorofluorene with a scanning probe microscope tip. We elucidated the properties of C-13 by experiment and theoretical modeling. C-13 adopts an open-shell configuration with a triplet ground state and a kinked geometry, which shows different extents of distortion and carbene localization depending on the molecular environment. Moreover, we prepared and characterized the C-13 dimer, cyclo[26]carbon, demonstrating the potential of cyclocarbons and their precursors as building blocks for carbon allotropes.