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- Publisher Website: 10.1021/jacs.4c05189
- Scopus: eid_2-s2.0-85198185096
- PMID: 38978232
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Article: A Geometrically Flexible Three-Dimensional Nanocarbon
Title | A Geometrically Flexible Three-Dimensional Nanocarbon |
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Authors | Tang, ChunHan, HanZhang, Ruihuade Moraes, Lygia S.Qi, YueWu, GuangchengJones, Christopher G.Rodriguez, Isabel HernandezJiao, YangLiu, WenqiLi, XuesongChen, HongliangBancroft, LauraZhao, XingangStern, Charlotte L.Guo, Qing HuiKrzyaniak, Matthew D.Wasielewski, Michael R.Nelson, Hosea M.Li, PenghaoStoddart, J. Fraser |
Issue Date | 2024 |
Citation | Journal of the American Chemical Society, 2024, v. 146, n. 29, p. 20158-20167 How to Cite? |
Abstract | The development of architecturally unique molecular nanocarbons by bottom-up organic synthesis is essential for accessing functional organic materials awaiting technological developments in fields such as energy, electronics, and biomedicine. Herein, we describe the design and synthesis of a triptycene-based three-dimensional (3D) nanocarbon, GFN-1, with geometrical flexibility on account of its three peripheral π-panels being capable of interconverting between two curved conformations. An effective through-space electronic communication among the three π-panels of GFN-1 has been observed in its monocationic radical form, which exhibits an extensively delocalized spin density over the entire 3D π-system as revealed by electron paramagnetic resonance and UV-vis-NIR spectroscopies. The flexible 3D molecular architecture of GFN-1, along with its densely packed superstructures in the presence of fullerenes, is revealed by microcrystal electron diffraction and single-crystal X-ray diffraction, which establish the coexistence of both propeller and tweezer conformations in the solid state. GFN-1 exhibits strong binding affinities for fullerenes, leading to host-guest complexes that display rapid photoinduced electron transfer within a picosecond. The outcomes of this research could pave the way for the utilization of shape and electronically complementary nanocarbons in the construction of functional coassemblies. |
Persistent Identifier | http://hdl.handle.net/10722/346872 |
ISSN | 2023 Impact Factor: 14.4 2023 SCImago Journal Rankings: 5.489 |
DC Field | Value | Language |
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dc.contributor.author | Tang, Chun | - |
dc.contributor.author | Han, Han | - |
dc.contributor.author | Zhang, Ruihua | - |
dc.contributor.author | de Moraes, Lygia S. | - |
dc.contributor.author | Qi, Yue | - |
dc.contributor.author | Wu, Guangcheng | - |
dc.contributor.author | Jones, Christopher G. | - |
dc.contributor.author | Rodriguez, Isabel Hernandez | - |
dc.contributor.author | Jiao, Yang | - |
dc.contributor.author | Liu, Wenqi | - |
dc.contributor.author | Li, Xuesong | - |
dc.contributor.author | Chen, Hongliang | - |
dc.contributor.author | Bancroft, Laura | - |
dc.contributor.author | Zhao, Xingang | - |
dc.contributor.author | Stern, Charlotte L. | - |
dc.contributor.author | Guo, Qing Hui | - |
dc.contributor.author | Krzyaniak, Matthew D. | - |
dc.contributor.author | Wasielewski, Michael R. | - |
dc.contributor.author | Nelson, Hosea M. | - |
dc.contributor.author | Li, Penghao | - |
dc.contributor.author | Stoddart, J. Fraser | - |
dc.date.accessioned | 2024-09-17T04:13:50Z | - |
dc.date.available | 2024-09-17T04:13:50Z | - |
dc.date.issued | 2024 | - |
dc.identifier.citation | Journal of the American Chemical Society, 2024, v. 146, n. 29, p. 20158-20167 | - |
dc.identifier.issn | 0002-7863 | - |
dc.identifier.uri | http://hdl.handle.net/10722/346872 | - |
dc.description.abstract | The development of architecturally unique molecular nanocarbons by bottom-up organic synthesis is essential for accessing functional organic materials awaiting technological developments in fields such as energy, electronics, and biomedicine. Herein, we describe the design and synthesis of a triptycene-based three-dimensional (3D) nanocarbon, GFN-1, with geometrical flexibility on account of its three peripheral π-panels being capable of interconverting between two curved conformations. An effective through-space electronic communication among the three π-panels of GFN-1 has been observed in its monocationic radical form, which exhibits an extensively delocalized spin density over the entire 3D π-system as revealed by electron paramagnetic resonance and UV-vis-NIR spectroscopies. The flexible 3D molecular architecture of GFN-1, along with its densely packed superstructures in the presence of fullerenes, is revealed by microcrystal electron diffraction and single-crystal X-ray diffraction, which establish the coexistence of both propeller and tweezer conformations in the solid state. GFN-1 exhibits strong binding affinities for fullerenes, leading to host-guest complexes that display rapid photoinduced electron transfer within a picosecond. The outcomes of this research could pave the way for the utilization of shape and electronically complementary nanocarbons in the construction of functional coassemblies. | - |
dc.language | eng | - |
dc.relation.ispartof | Journal of the American Chemical Society | - |
dc.title | A Geometrically Flexible Three-Dimensional Nanocarbon | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1021/jacs.4c05189 | - |
dc.identifier.pmid | 38978232 | - |
dc.identifier.scopus | eid_2-s2.0-85198185096 | - |
dc.identifier.volume | 146 | - |
dc.identifier.issue | 29 | - |
dc.identifier.spage | 20158 | - |
dc.identifier.epage | 20167 | - |
dc.identifier.eissn | 1520-5126 | - |