A Silicon-Doped Nanographenic Bowl for Supramolecular Assembly with Fullerenes

A silicon-doped nanographenic bowl, trisilasupersumanene <b>1</b>, was synthesized via a 3-fold palladium-catalyzed sila-annulation from the hexachlorinated trifluorenocoronene. Incorporating silole rings into the aromatic framework leads to new reduction waves in cyclic voltammetry and low-lying LUMO levels. The bowl <b>1</b> exhibits high binding affinity to fullerenes C<sub>60</sub> and C<sub>70</sub>, forming supramolecular complexes <b>1⊃C</b><sub><b>60</b></sub> and <b>(1)</b><sub><b>2</b></sub><b>⊃C</b><sub><b>70</b></sub> with unique packing arrangements. Notably, <b>(1)</b><sub><b>2</b></sub><b>⊃C</b><sub><b>70</b></sub> features a rare clam-like structure in the crystal, entirely different from its binding behavior in solution.

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Publication Details

Journal
Organic Letters
Published
2025-09-18
DOI
https://doi.org/10.1021/acs.orglett.5c03421
Citations
2
Primary Topic
Fullerene Chemistry and Applications
Type
article
Field-Weighted Citation Impact
1.87
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article

A Silicon-Doped Nanographenic Bowl for Supramolecular Assembly with Fullerenes

Juan Fan, Yixun Sun, Junfa Wei, Xin Wang et al.
2 citations
Organic Letters
Fullerene Chemistry and Applications
1.87
article

A Silicon-Doped Nanographenic Bowl for Supramolecular Assembly with Fullerenes

Juan Fan, Yixun Sun, Junfa Wei, Xin Wang, Huaming Sun, Jiale Hu, Muhua Chen, Bo Yang, Jing Li
article en
2 citations

Abstract

A silicon-doped nanographenic bowl, trisilasupersumanene <b>1</b>, was synthesized via a 3-fold palladium-catalyzed sila-annulation from the hexachlorinated trifluorenocoronene. Incorporating silole rings into the aromatic framework leads to new reduction waves in cyclic voltammetry and low-lying LUMO levels. The bowl <b>1</b> exhibits high binding affinity to fullerenes C<sub>60</sub> and C<sub>70</sub>, forming supramolecular complexes <b>1⊃C</b><sub><b>60</b></sub> and <b>(1)</b><sub><b>2</b></sub><b>⊃C</b><sub><b>70</b></sub> with unique packing arrangements. Notably, <b>(1)</b><sub><b>2</b></sub><b>⊃C</b><sub><b>70</b></sub> features a rare clam-like structure in the crystal, entirely different from its binding behavior in solution.

Organic LettersVol. 27(39)
Shaanxi Normal University (CN)
Openalex Percentile: Top 13%
Fullerene Chemistry and Applications
1.87
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