Chemistry:Circumcoronene
Circumcoronene is a polycyclic aromatic hydrocarbon with the molecular formula C54H18. It consists of a central coronene molecule circumscribed by benzene on the periphery.
Circumcoronene is the third benzenoid hydrocarbon in the benzene-coronene-circumcoronene series. It comes after benzene and coronene, and is followed by circumcircumcoronene. Various topological and mathematical properties have been computed for molecules in this series.[1][2]
On-surface synthesis of circumcoronene was achieved in 2021 via intramolecular dehydrogenation of a precursor hexa-peri-hexabenzocoronene, followed by methyl radical coupling and aromatization, on a Cu(111) surface.[3] A solution-phase synthesis was reported in 2023 via acid-mediated cyclization of alkynes, confirmed via X-ray crystallographic analysis and NMR measurement.[4]
References
- ↑ Gutman, Ivan; Cyvina, Sven J.; Ivanov-Petrović, Vesna (1998-08-01). "Topological Properties of Circumcoronenes" (in en). Zeitschrift für Naturforschung A 53 (8): 699–703. doi:10.1515/zna-1998-0810. ISSN 1865-7109. Bibcode: 1998ZNatA..53..699G. https://www.degruyterbrill.com/document/doi/10.1515/zna-1998-0810/html.
- ↑ Gao, Yingying; Farahani, Mohammad Reza; Nazeer, Waqas (2018-01-02). "On Topological Indices of Circumcoronene Series of Benzenoid". Chemical Methodologies 2 (1): 39–46. https://www.chemmethod.com/article_54920.html.
- ↑ Telychko, Mykola; Li, Guangwu; Mutombo, Pingo; Soler-Polo, Diego; Peng, Xinnan; Su, Jie; Song, Shaotang; Koh, Ming Joo et al. (2021-01-15). "Ultrahigh-yield on-surface synthesis and assembly of circumcoronene into a chiral electronic Kagome-honeycomb lattice". Science Advances 7 (3). doi:10.1126/sciadv.abf0269. PMID 33523911. Bibcode: 2021SciA....7..269T.
- ↑ Zou, Ya; Hou, Xudong; Wei, Haipeng; Shao, Jiawei; Jiang, Qing; Ren, Longbin; Wu, Jishan (2023). "Circumcoronenes" (in en). Angewandte Chemie International Edition 62 (19). doi:10.1002/anie.202301041. ISSN 1521-3773. Bibcode: 2023ACIE...62E1041Z. https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202301041.
 |  |
