z-logo
Premium
Probing the Proton‐Coupled Electron‐Transfer (PCET) Reactivity of a Cross‐Conjugated Cruciform Chromophore by Redox‐State‐Dependent Fluorescence
Author(s) -
Wagner Conrad,
Hübner Olaf,
Kaifer Elisabeth,
Himmel HansJörg
Publication year - 2019
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.201900268
Subject(s) - redox , chromophore , photochemistry , electron transfer , proton coupled electron transfer , chemistry , protonation , reagent , conjugated system , cruciform , fluorescence , reactivity (psychology) , proton , organic chemistry , materials science , polymer , medicine , ion , physics , alternative medicine , quantum mechanics , pathology , composite material
Abstract Proton‐coupled electron transfer (PCET) reactions are of great importance in synthetic chemistry and in biology, but the acquisition of kinetic information for these reactions is often difficult. Herein, we report the synthesis of a new PCET reagent, showing redox‐state dependent fluorescence, by merging the concept of cross‐conjugated cruciform chromophores with the strategy of imposing redox activity and Brønsted basicity to aromatic compounds by substitution with guanidino groups. The compound is isolated and characterized in all stable states—reduced, twofold and fourfold protonated and twofold oxidized—and then applied in PCET reactions by using its redox‐state dependent fluorescence signal for kinetic measurements.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here