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

Utilization of a Fluorescent Dye Molecule as a Proton and Electron Reservoir 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 pKa units, to promote the conversion of protons and electrons into H‐atoms for transfer to substrate molecules. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Angewandte Chemie International Edition Wiley

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Publisher
Wiley
Copyright
© 2018 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
ISSN
1433-7851
eISSN
1521-3773
D.O.I.
10.1002/anie.201713174
Publisher site
See Article on Publisher Site

Abstract

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 pKa units, to promote the conversion of protons and electrons into H‐atoms for transfer to substrate molecules.

Journal

Angewandte Chemie International EditionWiley

Published: Jan 19, 2018

Keywords: ; ; ; ;

References

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