Carbon nanohoop explained

Carbon nanohoops are a class of molecules consisting of aromatic sections curved out of planarity by the inherent cyclic geometry of the molecule. This class of molecules came into existence with the synthesis of cycloparaphenylenes^[1] by Ramesh Jasti in the lab of Carolyn Bertozzi and since then has been expanded into cyclonaphthylenes,^[2] cyclochrysenylenes,^[3] and even cyclohexabenzocoronenylenes.^[4] Moreover, several nanohoops containing such antiaromatic units as dibenzo[a,e]pentalene^[5] and pyrrolo[3,2-b]pyrrole are reported.^[6] Carbon nanohoops often map on to a certain chirality of carbon nanotube.^{[7] [8]} If the diameter is adequate, these molecules can host a fullerene. For example, [10]cycloparaphenylene can host a C₆₀ fullerene.

Notes and References

1. 10.1021/ja807126u . 19055403 . 2709987 . Synthesis, Characterization, and Theory of [9]-, [12]-, and [18]Cycloparaphenylene: Carbon Nanohoop Structures . Journal of the American Chemical Society . 130 . 52 . 17646–17647 . 2008 . Jasti . Ramesh . Bhattacharjee . Joydeep . Neaton . Jeffrey B. . Bertozzi . Carolyn R. . Carolyn Bertozzi.
2. 10.1039/C6SC04048A . 28451214 . 5297897 . Synthesis and properties of [8]-, [10]-, [12]-, and [16]cyclo-1,4-naphthylenes . Chemical Science . 8 . 1 . 661–667 . 2017 . Okada . Keishu . Yagi . Akiko . Segawa . Yasutomo . Itami . Kenichiro .
3. Stereoisomerism, crystal structures, and dynamics of belt-shaped cyclonaphthylenes . 10.1073/pnas.1606530113 . 27357686 . 4961134 . Proceedings of the National Academy of Sciences . 113 . 29 . 8109–8114 . 2016 . Sun . Zhe . Suenaga . Takuya . Sarkar . Parantap . Sato . Sota . Kotani . Motoko . Motoko Kotani . Isobe . Hiroyuki . 2016PNAS..113.8109S . free .
4. 10.1039/C9OB00763F . 31263811 . Preparation of a large-sized highly flexible carbon nanohoop . Organic & Biomolecular Chemistry . 17 . 28 . 6843–6853 . 2019 . Nakagawa . Yuta . Sekiguchi . Ryuta . Kawakami . Jun . Ito . Shunji . 195771118 .
5. 10.1021/jacs.1c05251 . 34324813 . [n]Cyclodibenzopentalenes as Antiaromatic Curved Nanocarbons with High Strain and Strong Fullerene Binding . Journal of the American Chemical Society . 143 . 31 . 12244–12252 . 2021 . Wössner . Jan . Wassy . Daniel . Weber . Andrej . Bovenkerk . Marcel . Hermann . Mathias . Schmidt . Maximilian . Esser . Birgit . 236516486 .
6. 10.1039/D2NR04037A . Aromaticity controls the excited-state properties of host-guest complexes of nanohoops . Nanoscale . 2023 . George . Gibu . Stasyuk . Olga . Voityuk . Alexander . Stasyuk . Anton . Solà . Miquel . 15 . 3 . 1221–1229 . 36537223 . 254673214 . 10256/22559 . free .
7. Web site: Möbius Carbon Nanobelt: A Möbius Strip Constructed Solely of Carbon Atoms . 28 May 2022 .
8. 10.1038/s44160-022-00075-8 . Synthesis of a Möbius carbon nanobelt . 2022 . Segawa . Yasutomo . Watanabe . Tsugunori . Yamanoue . Kotono . Kuwayama . Motonobu . Watanabe . Kosuke . Pirillo . Jenny . Hijikata . Yuh . Itami . Kenichiro . Nature Synthesis . 1 . 7 . 535–541 . 248928006 . free .