ArticleChemistry (Weinheim an der Bergstrasse, Germany)2021
Non-coordinated and Hydrogen Bonded Phenolate Anions as One-Electron Reducing Agents.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Who cites it
7 citing papers in PubMed.
- Bimetallic Activation of SFInorganic chemistry · 2025Article
- Autocatalytic degradation of the extremely potent greenhouse gas SFNature communications · 2025Article
- Ascorbyl Radicals as Reducing Agents in Copper-Catalyzed Redox Reactions.Inorganic chemistry · 2025Article
- Activation and Catalytic Degradation of SFJournal of the American Chemical Society · 2024Article
- Reactivity of Xantphos-Type Rhodium Complexes Towards SFChemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Phosphorus-Containing Superbases: Recent Progress in the Chemistry of Electron-Abundant Phosphines and Phosphazenes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Review
- Non-coordinated and Hydrogen Bonded Phenolate Anions as One-Electron Reducing Agents.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
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Authors and funding
4 authors.
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Abstract
In this work, the syntheses of non-coordinated electron-rich phenolate anions via deprotonation of the corresponding alcohols with an extremely powerful perethyl tetraphosphazene base (Schwesinger base) are reported. The application of uncharged phosphazenes renders the selective preparation of anionic phenol-phenolate and phenolate hydrates possible, which allows for the investigation of hydrogen bonding in these species. Hydrogen bonding brings about decreased redox potentials relative to the corresponding non-coordinated phenolate anions. The latter show redox potentials of up to -0.72(1) V vs. SCE, which is comparable to that of zinc metal, thus qualifying their application as organic zinc mimics. We utilized phenolates as reducing agents for the generation of radical anions in addition to the corresponding phenoxyl radicals. A tetracyanoethylene radical anion salt was synthesized and fully characterized as a representative example. We also present the activation of sulfur hexafluoride (SF
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