Direct β-Selective Styrylation of BODIPY Dyes via Palladium(II)-Catalyzed C-H Functionalization

被引:14
作者
Wang, Jun [1 ]
Wu, Qinghua [1 ]
Gong, Qingbao [1 ]
Cheng, Kai [1 ]
Liu, Qingyun [2 ]
Yu, Changjiang [1 ]
Hao, Erhong [1 ]
Jiao, Lijuan [1 ]
机构
[1] Anhui Normal Univ, Sch Chem & Mat Sci, Minist Educ, Lab Funct Mol Solids, Wuhu 241000, Peoples R China
[2] Shandong Univ Sci & Technol, Coll Chem & Environm Engn, Qingdao, Shandong, Peoples R China
关键词
BODIPY; beta-selective styrylation; Fluorescence; oxidative C-H functionalization; BORON-DIPYRROMETHENES; PHOTOPHYSICAL PROPERTIES; COUPLING REACTIONS; HECK REACTIONS; BF2; COMPLEXES; FAR-RED; ARYLATION; PROBES; ALKENYLATION; DERIVATIVES;
D O I
10.1002/adsc.201801338
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A general and efficient method for direct beta-selective styrylation of BODIPYs has been developed based on Palladium(II)-catalyzed oxidative C-H functionalization. The high beta-regioselectivity was confirmed by X-ray analysis. The resulting dyes showed bathochromically shifted absorption and emission compared to that of the starting BODIPYs. This strategy, as a late-stage approach to rapidly assemble a diversity-oriented BODIPY library, provides a straightforward way to extend the conjugation of the BODIPY system at 2,6-positions.
引用
收藏
页码:769 / 777
页数:9
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