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

Kieffer, Ian A. ; Allen, Robert J. ; Fernandez, Jordan L. ; Deobald, Jackson L. ; Thompson, Brena L. ; Wimpenny, Jacob D. ; Heiden, Zachariah M.

Angewandte Chemie, 2018-03, Vol.130 (13), p.3435-3438 [Periódico revisado por pares]

Weinheim: Wiley Subscription Services, Inc

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Título:
Utilization of a Fluorescent Dye Molecule as a Proton and Electron Reservoir
Autor: Kieffer, Ian A. ; Allen, Robert J. ; Fernandez, Jordan L. ; Deobald, Jackson L. ; Thompson, Brena L. ; Wimpenny, Jacob D. ; Heiden, Zachariah M.
Assuntos: Basicity ; BODIPY ; Chemical reactions ; Chemical sensors ; Dyes ; Exploitation ; Fluorescence ; Fluorescent dyes ; Fluorescent indicators ; Fluoreszenzfarbstoffe ; Guanidine ; Photodynamic therapy ; Protonengekoppelter Elektronentransfer ; Protons ; Redoxchemie ; Substrates ; Wasserstoffatomtransfer
É parte de: Angewandte Chemie, 2018-03, Vol.130 (13), p.3435-3438
Descrição: 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. Fluoreszenzfarbstoffe werden weithin als chemische Sensoren eingesetzt, ihre Redoxaktivität wird aber nur selten untersucht. Ein 4,4‐Difluor‐4‐bora‐3a,4a‐diaza‐s‐indacen(BODIPY)‐basiertes Radikal wurde isoliert, dessen Redoxaktivität in Kombination mit einem Guanidin‐Motiv genutzt werden kann, um Protonen und Elektronen im Sinne eines H‐Atomtransfers auf Substratmoleküle zu übertragen.
Editor: Weinheim: Wiley Subscription Services, Inc
Idioma: Inglês;Alemão

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

Kieffer, Ian A. ; Allen, Robert J. ; Fernandez, Jordan L. ; Deobald, Jackson L. ; Thompson, Brena L. ; Wimpenny, Jacob D. ; Heiden, Zachariah M.

Weinheim: Wiley Subscription Services, Inc

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