Synthesis and Characterization of a Persistent Benzoanthracenyl Radical Derivative

Abstract

A highly persistent benzoanthracenyl radical(BAR1) protected by five substituents at strategic positions is synthesized. BAR1 exhibited half-life time of 108 h in air-saturated solution, which allowed for detailed characterization in the solution. The combined experimental and theoretical study reveals the properties associated with its asymmetric structure and spin distribution. One-electron oxidation of BAR1 afforded stable cationic species BAR1⁺, whose structure is unambiguously determined by the NMR spectroscopy.

Keywords

Graphene fragment / Hydrocarbon radical / Delocalization / Spin distribution / Cation

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