Two-Heptagon Saddle-Shaped Nanographene as a Host for Fullerene Assembly

A two-heptagon saddle-shaped nanographene was synthesized through a palladium-catalyzed [4+3] decarboxylative annulation as a key step. This negatively curved π-system binds C<sub>60</sub> and C<sub>70</sub> with moderate affinities with distinct supramolecular architectures. C<sub>60</sub> of the (C<sub>60</sub>)<sub>2</sub>⊂<b>1</b> complex assembles into perpendicular zigzag arrays with short interfullerene contacts, whereas C<sub>70</sub> of the C<sub>70</sub>⊂<b>1</b> complex adopts a unidirectional zigzag arrangement. These findings demonstrate that negative curvature and substituent placement influence supramolecular packing, offering design principles for fullerene-nanographene assemblies.

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Publication Details

Journal
Organic Letters
Published
2025-11-21
DOI
https://doi.org/10.1021/acs.orglett.5c04019
Primary Topic
Fullerene Chemistry and Applications
Type
article
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article

Two-Heptagon Saddle-Shaped Nanographene as a Host for Fullerene Assembly

Amporn Saekee, Khetpakorn Chakarawet, Panida Surawatanawong, Chutima Kuhakarn et al.
Organic Letters
Fullerene Chemistry and Applications
article

Two-Heptagon Saddle-Shaped Nanographene as a Host for Fullerene Assembly

Amporn Saekee, Khetpakorn Chakarawet, Panida Surawatanawong, Chutima Kuhakarn, Darunee Soorukram, Kritchasorn Kantarod, Pawaret Leowanawat, Vichai Reutrakul
article en

Abstract

A two-heptagon saddle-shaped nanographene was synthesized through a palladium-catalyzed [4+3] decarboxylative annulation as a key step. This negatively curved π-system binds C<sub>60</sub> and C<sub>70</sub> with moderate affinities with distinct supramolecular architectures. C<sub>60</sub> of the (C<sub>60</sub>)<sub>2</sub>⊂<b>1</b> complex assembles into perpendicular zigzag arrays with short interfullerene contacts, whereas C<sub>70</sub> of the C<sub>70</sub>⊂<b>1</b> complex adopts a unidirectional zigzag arrangement. These findings demonstrate that negative curvature and substituent placement influence supramolecular packing, offering design principles for fullerene-nanographene assemblies.

Organic LettersVol. 27(48)
Mahidol University (TH)
Openalex Percentile: Top 73%
Fullerene Chemistry and Applications
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Two-Heptagon Saddle-Shaped Nanographene as a Host for Fullerene Assembly — Amporn Saekee, Khetpakorn Chakarawet, et al. · Organic Letters (2025) | TGRS Research Map | TGRS