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α,α'-Diamino-p-quinodimethanes with Three Stable Oxidation States.

Alok MahataShubhadeep ChandraAvijit MaitiD Krishna RaoCem Burak YildizBiprajit SarkarAnukul Jana
Published in: Organic letters (2020)
Herein, we report the rational design, synthesis, and characterization of α,α'-diamino-substituted-p-quinodimethanes, which are a group of partially substituted p-quinodimethanes. These exhibit two reversible one-electron redox steps and electrochromism in the ultraviolet, visible, and near-infrared regions. We were able to isolate the crystalline compounds of all three oxidation states: neutral, radical cation, and dication. The obtained results not only create the bridge between p-quinodimethane and α,α,α',α'-tetrasubstituted-p-quinodimethane, but also demonstrate the straightforward modular approach for the synthesis of π-conjugated open-shell compounds.
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