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Synthesis and Application of a Perfluorinated Ammoniumyl Radical Cation as a Very Strong Deelectronator.

ABSTRACT: The perfluorinated dihydrophenazine derivative (perfluoro-5,10-bis(perfluorophenyl)-5,10-dihydrophenazine) ("phenazineF ") can be easily transformed to a stable and weighable radical cation salt by deelectronation (i.e. oxidation) with Ag[Al(ORF )4 ]/ Br2 mixtures (RF =C(CF3 )3 ). As an innocent deelectronator it has a strong and fully reversible half-wave potential versus Fc+ /Fc in the coordinating solvent MeCN (E°'=1.21 V), but also in almost non-coordinating oDFB (=1,2-F2 C6 H4 ; E°'=1.29 V). It allows for the deelectronation of [FeIII Cp*2 ]+ to [FeIV (CO)Cp*2 ]2+ and [FeIV (CN-t Bu)Cp*2 ]2+ in common laboratory solvents and is compatible with good σ-donor ligands, such as L=trispyrazolylmethane, to generate novel [M(L)x ]n+ complex salts from the respective elemental metals.

SUBMITTER: Schorpp M

PROVIDER: S-EPMC7317951 | biostudies-literature | 2020 Jun

REPOSITORIES: biostudies-literature

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Synthesis and Application of a Perfluorinated Ammoniumyl Radical Cation as a Very Strong Deelectronator.

Schorpp Marcel M Heizmann Tim T Schmucker Maximillian M Rein Stephan S Weber Stefan S Krossing Ingo I

Angewandte Chemie (International ed. in English) 20200424 24

The perfluorinated dihydrophenazine derivative (perfluoro-5,10-bis(perfluorophenyl)-5,10-dihydrophenazine) ("phenazineF ") can be easily transformed to a stable and weighable radical cation salt by deelectronation (i.e. oxidation) with Ag[Al(ORF )4 ]/ Br2 mixtures (RF =C(CF3 )3 ). As an innocent deelectronator it has a strong and fully reversible half-wave potential versus Fc+ /Fc in the coordinating solvent ...[more]

PMID: 32187797

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