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Condensed Phenoxazine Dimer and Its Radical Cation.

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A condensed phenoxazine dimer was synthesized and characterized. X-ray crystallographic analysis of the dimer shows a double-butterfly structure, in which the nitrogen atoms are located above and below the molecular… Click to show full abstract

A condensed phenoxazine dimer was synthesized and characterized. X-ray crystallographic analysis of the dimer shows a double-butterfly structure, in which the nitrogen atoms are located above and below the molecular plane. A radical cation salt of the dimer was obtained using tris(4-bromophenyl)aminium hexafluoroantimonate as the oxidant. The salt is air-stable in solid and solution states. The cation structure was evaluated by X-ray crystallographic analysis, showing that the phenoxazine units were converted to a planar structure upon oxidation.

Keywords: cation; radical cation; dimer; phenoxazine dimer; dimer radical; condensed phenoxazine

Journal Title: Organic letters
Year Published: 2020

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