Probing the Proton-Coupled Electron-Transfer (PCET) reactivity of a cross-conjugated cruciform chromophore by redox-state-dependent fluorescence
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 me...
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| Main Authors: | , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
28 January 2019
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| In: |
Chemistry - a European journal
Year: 2019, Volume: 25, Issue: 15, Pages: 3781-3785 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201900268 |
| Online Access: | Verlag, Volltext: https://doi.org/10.1002/chem.201900268 Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201900268 
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| Author Notes: | Conrad Wagner, Olaf Hübner, Elisabeth Kaifer, and Hans-Jörg Himmel |
| Summary: | 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. |
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| Item Description: | Gesehen am 19.07.2019 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201900268 |