Triflic Anhydride-Mediated Cycloacylation of [60]Fullerene with 1-Naphthoic Acids: Synthesis and Derivatization of [60]Fullerene-Fused Dihydrophenalenones

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Authors: Xinmin Huang, Zhiwei Xu, Wen-Jie Qiu, Zheng‐Chun Yin, Chong Niu, Guan‐Wu Wang
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References: 49

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Abstract

An efficient triflic anhydride-mediated synthesis of [60]fullerene (C 60 )-fused dihydrophenalenones from C 60 and 1-naphthoic acids has been developed, representing the first one-step construction of C 60 -fused polyaromatic ketones under metal-free conditions. In addition, the C 60 -fused dihydrophenalenones can be reduced to C 60 -fused dihydrophenalenes and C 60 -fused dihydrophenalenols. The structures of the products were unambiguously established by single-crystal X-ray diffraction. A possible reaction mechanism is proposed based on control experiments. Furthermore, a representative C 60 -fused dihydrophenalenone was employed as a third component in organic solar cells, leading to improved device performance.

Fields of Study & Subjects

Fullerene Chemistry and Applications Synthesis and Properties of Aromatic Compounds Ferrocene Chemistry and Applications

Publication details

Journal / source
Organic Letters
Volume
28
Issue
12
Pages
3874–3879
Publication date
16 March 2026
Language
EN