Utilization of a Fluorescent Dye Molecule as a Proton and Electron Reservoir

被引:21
作者
Kieffer, Ian A. [1 ]
Allen, Robert J. [1 ]
Fernandez, Jordan L. [1 ]
Deobald, Jackson L. [1 ]
Thompson, Brena L. [1 ]
Wimpenny, Jacob D. [1 ]
Heiden, Zachariah M. [1 ]
机构
[1] Washington State Univ, Dept Chem, POB 644630, Pullman, WA 99164 USA
关键词
BODIPY; fluorescent dyes; H-atom transfer; proton-coupled electron transfer; redox chemistry; BODIPY DYES; SPECTROSCOPIC PROPERTIES; COMPLEXES; LIGAND; CATALYSIS; SENSORS; BIOLOGY; DESIGN; PROBES; IONS;
D O I
10.1002/anie.201713174
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Fluorescent dyes have been widely utilized as chemical sensors and in photodynamic therapy, but exploitation of their redox-active nature in chemical reactions has remained mostly unexplored. This report describes the isolation of a 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY)-based radical. The redox-active nature of the BODIPY compound can be utilized in combination with a guanidine center, the basicity of which can be manipulated by greater than 14 pK(a) units, to promote the conversion of protons and electrons into H-atoms for transfer to substrate molecules.
引用
收藏
页码:3377 / 3380
页数:4
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