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1,4-dimethoxypillar[5]arene undergoes reversible multielectron oxidations forming stable radical cations, a property retained when incorporated in [2]rotaxanes, suggesting that pillar[5]arenes can be employed as viable, yet unreported, electron donors.

per-Alkoxy-pillar[5]arenes as Electron Donors: Electrochemical Properties of Dimethoxy-Pillar[5]arene and Its Corresponding Rotaxane