Palladium-Catalyzed C-H Activation/Cyclization for the Synthesis of [60]Fullerene-Fused Phosphinolactones

被引:3
作者
Liu, Qing-Song [1 ,2 ]
Qiu, Wen-Jie [1 ,2 ]
Niu, Chuang [1 ,2 ]
Wang, Guan-Wu [1 ,2 ,3 ]
机构
[1] Univ Sci & Technol China, Hefei Natl Res Ctr Phys Sci Microscale, Hefei 230026, Anhui, Peoples R China
[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China
[3] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
基金
中国国家自然科学基金;
关键词
ACID; ACTIVATION;
D O I
10.1021/acs.joc.2c01525
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel and efficient palladium-catalyzed C-H activation reaction of [60]fullerene with arylphosphinic acids has been developed for the synthesis of [60]fullerene-fused phosphi-nolactones. A possible reaction mechanism is proposed to explain the generation of the obtained products. A representative product can be further electrochemically transformed into bis-benzylated 1,2-and 1,4-adducts of [60]fullerene. In addition, a [60]fullerene-fused phosphinolactone with a 12-membered ring can also be synthesized from the electrochemical ring expansion of the employed phosphinolactone with a 6-memebered ring with 1,2-bis(bromomethyl)benzene.
引用
收藏
页码:15754 / 15761
页数:8
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