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Cover Feature: C=C Bond Oxidative Cleavage of BODIPY Photocages by Visible Light (Chem. Eur. J. 44/2021)
Author(s) -
Xu Youwei,
Lin Shanmeng,
He Rongkun,
Zhang Yichuan,
Gao Quan,
Ng Dennis K. P.,
Geng Jin
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202102374
Subject(s) - bodipy , singlet oxygen , chemistry , benzaldehyde , photochemistry , bond cleavage , cycloaddition , cleavage (geology) , oxidative phosphorylation , aldehyde , oxidative cleavage , fluorescence , oxygen , organic chemistry , materials science , catalysis , biochemistry , physics , quantum mechanics , fracture (geology) , composite material
Contrary to the cleavage of C−X single bonds , the photoreaction of the C=C bonds of electron‐rich oxidative alkenes remains a challenge. This work presents a novel photoactivation of dialkenyl‐substituted BODIPY photocages to release para ‐hydroxy benzaldehyde under visible light illumination in an aqueous environment through a formal [2+2] cycloaddition of singlet oxygen and a double bond. A real‐time monitoring assay revealed that a mannose‐functionalized photocage can target HepG2 cancer cells and release an aldehyde and a biothiol probe under illumination. More information can be found in the Communication by J. Geng et al. (DOI: 10.1002/chem.202101833).
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