Iron-catalyzed ring-opening of cyclic carboxylic acids enabled by photoinduced ligand-to-metal charge transfer

被引:55
|
作者
Tu, Jia-Lin [1 ]
Gao, Han [1 ]
Luo, Mengqi [1 ]
Zhao, Lulu [1 ]
Yang, Chao [1 ]
Guo, Lin [1 ]
Xia, Wujiong [1 ,2 ]
机构
[1] Harbin Inst Technol Shenzhen, Sch Sci, State Key Lab Urban Water Resource & Environm, Shenzhen 518055, Peoples R China
[2] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China
基金
中国国家自然科学基金;
关键词
BOND-CLEAVAGE; FUNCTIONALIZATION; ACTIVATION; FRAGMENTATION; CYCLOALKANOLS; ALKYLATION; OXIDATION; RADICALS; STRATEGY; SCISSION;
D O I
10.1039/d2gc01738e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A decarboxylative ring-opening protocol of cyclic tertiary carboxylic acids via iron-catalyzed photoinduced ligand-to-metal charge transfer (LMCT) is described. This reaction enables the preparation of 1,n-dicarbonyl compounds through the homolytic C-C bond cleavage of unstrained carbocyclic and heterocyclic ring systems. This method exhibits a lot of synthetic advantages including mild conditions, simple operation, and convenience of amplification. Mechanistic studies support the generation of peroxy radical species via oxygen capture followed by radical fragmentation.
引用
收藏
页码:5553 / 5558
页数:6
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