Electrochemical Benzylation of [60]Fullerene-Fused Lactones: Unexpected Formation of Ring-Opened Adducts and Their Photovoltaic Performance

Chuang Niu; Bairu Li; Zheng-Chun Yin; Shangfeng Yang; Guan-Wu Wang

doi:10.1021/acs.orglett.9b02635

Electrochemical Benzylation of [60]Fullerene-Fused Lactones: Unexpected Formation of Ring-Opened Adducts and Their Photovoltaic Performance

Org Lett. 2019 Sep 20;21(18):7346-7350. doi: 10.1021/acs.orglett.9b02635. Epub 2019 Sep 9.

Authors

Chuang Niu¹, Bairu Li², Zheng-Chun Yin¹, Shangfeng Yang², Guan-Wu Wang^{1

3}

Affiliations

¹ CAS Key Laboratory of Soft Matter Chemistry, Hefei National Laboratory for Physical Sciences at Microscale, and Department of Chemistry , University of Science and Technology of China , Hefei , Anhui 230026 , P.R. China.
² Hefei National Laboratory for Physical Sciences at Microscale, CAS Key Laboratory of Materials for Energy Conversion, and Department of Materials Science and Engineering , University of Science and Technology of China , Hefei , Anhui 230026 , P.R. China.
³ State Key Laboratory of Applied Organic Chemistry , Lanzhou University , Lanzhou , Gansu 730000 , P.R. China.

PMID: 31497971
DOI: 10.1021/acs.orglett.9b02635

Abstract

Electrochemical benzylation of [60]fullerene-fused lactones with different motifs unexpectedly affords three types of ring-opened benzylated adducts under different conditions. Both [60]fullerene-fused δ- and γ-lactones can be benzylated to generate ring-opened mono- and bis-benzylated adducts in good yields. In addition, representative fullerene products have been applied as efficient electron-transport materials in perovskite solar cells.