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![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
FeCl3-promoted regioselective synthesis of BODIPY dimers through oxidative aromatic homocoupling reactions
Zhengxin Kang1, Qinghua Wu1,2, Xing Guo1
1Key Laboratory of Functional Molecular Solids, Ministry of Education, School of Chemistry and Materials Science, Anhui Normal University, Wuhu, 241002, China. wu900801@ahnu.edu.cn.
Abstract:
The direct 3,3'-dimerization of BODIPYs lacking substituent groups in the 1,2,6, and 7 positions was developed by oxidative coupling with FeCl3. This regioselective dimerization was achieved for BODIPYs substituted only in the 5-position with Cl or aryl groups. Further functionalization of the 5,5'-dichloride dimer gave the corresponding pyrrole or 4-(2-aminoethyl)morpholine disubstituted dimers 2f and 2g, respectively. While dimer 2f exhibited intense NIR absorption/emission maxima at 773/827 nm in toluene, dimer 2g showed favorable lysosome-targeting NIR fluorescence in living cells.
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