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Direct β‐Selective Styrylation of BODIPY Dyes via Palladium(II)‐Catalyzed C−H Functionalization
Author(s) -
Wang Jun,
Wu Qinghua,
Gong Qingbao,
Cheng Kai,
Liu Qingyun,
Yu Changjiang,
Hao Erhong,
Jiao Lijuan
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201801338
Subject(s) - bodipy , chemistry , regioselectivity , surface modification , palladium , catalysis , combinatorial chemistry , photochemistry , absorption (acoustics) , organic chemistry , fluorescence , physics , quantum mechanics , acoustics
A general and efficient method for direct β‐selective styrylation of BODIPYs has been developed based on Palladium(II)‐catalyzed oxidative C−H functionalization. The high β‐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.