[60]Fullerene-Fused Cyclopentanes: Mechanosynthesis and Photovoltaic Application

Gang Shao; Chuang Niu; Hong-Wei Liu; Huan Yang; Jun-Shen Chen; Yang-Rong Yao; Shangfeng Yang; Guan-Wu Wang

doi:10.1021/acs.orglett.3c00332

[60]Fullerene-Fused Cyclopentanes: Mechanosynthesis and Photovoltaic Application

Org Lett. 2023 Feb 24;25(7):1229-1234. doi: 10.1021/acs.orglett.3c00332. Epub 2023 Feb 14.

Authors

Gang Shao¹, Chuang Niu¹, Hong-Wei Liu¹, Huan Yang¹, Jun-Shen Chen¹, Yang-Rong Yao², Shangfeng Yang², Guan-Wu Wang^{1

3}

Affiliations

¹ Hefei National Research Center for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, People's Republic of China.
² Hefei National Research Center for Physical Sciences at the Microscale, Chinese Academy of Sciences Key Laboratory of Materials for Energy Conversion, Department of Materials Science and Engineering, University of Science and Technology of China, Hefei, Anhui 230026, People's Republic of China.
³ State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu 730000, People's Republic of China.

PMID: 36787186
DOI: 10.1021/acs.orglett.3c00332

Abstract

The mechanochemical cascade reaction of [60]fullerene with 3-benzylidene succinimides, diethyl 2-benzylidene succinate, or 2-benzylidene succinonitrile in the presence of an inorganic base has been investigated under solvent-free and ball-milling conditions. This protocol provides an expedient method to afford various [60]fullerene-fused cyclopentanes, showing advantages of good substrate scope, short reaction time, and solvent-free and ambient reaction conditions. Furthermore, representative fullerene products have been applied in inverted planar perovskite solar cells as efficient cathode interlayers.