Citation: Linlin Yu, Xueli Liu, Rui Gao, Jialin Ming, Yi Qiu, Jie Su, Liangbing Gan. Selective preparation of 18-membered open-cage fullerene with one imino and five carbonyl groups on the rim of the orifice[J]. Chinese Chemical Letters, ;2025, 36(6): 110382. doi: 10.1016/j.cclet.2024.110382 shu

Selective preparation of 18-membered open-cage fullerene with one imino and five carbonyl groups on the rim of the orifice

Linlin Yu ^a ,
Xueli Liu ^b ,
Rui Gao ^b ,
Jialin Ming ^{a, *,} ,
Yi Qiu ^b ,
Jie Su ^{b, *,} ,
Liangbing Gan ^{b, *,}

a.
Department of Chemistry, College of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot 010021, China
b.
Beijing National Laboratory for Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China

mingjialin@imu.edu.cn

jie.su@pku.edu.cn

gan@pku.edu.cn

Received Date: 8 May 2024
Revised Date: 20 August 2024
Accepted Date: 29 August 2024
Available Online: 30 August 2024

Figures(5)

2, 6-Diisopropylaniline reacts with an open-cage fullerene derivative with a 11-membered orifice and forms an open-cage derivative containing one imino group on the rim of the expanded orifice. Further treatment with Lewis acids leads to open-cage fullerenes with an 18-membered orifice. Instead of the direct addition process observed before for less bulky anilines, an electron transfer process takes place in the initial step in the present reaction with bulky 2, 6-diisopropylaniline. As a result, the chemo-selectivity is completely different affording the mono imino open-cage derivative selectively.
- Fullerene,
- Open-cage fullerene,
- Electron transfer,
- Aniline,
- Imine
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