title: A Stable Hexakis(guanidino)benzene: Realization of the Strongest Neutral Organic Four-Electron Donor.
abstract: The growing demand for efficient batteries has stimulated the search for redox-active organic compounds with multistage redox behavior, as materials with large charge capacity. Herein we report the synthesis and properties of the first hexakis(guanidino)benzene derivative: a strong neutral organic electron donor with reversible multistage redox behavior and a record low redox potential for donation of four electrons. Detailed structural and spectroscopic characterization of three redox states (0, +2, and +4) reveal its unique electronic features. Despite its nitrogen richness, the compound is thermally robust and can be readily purified by sublimation.
authors.affiliation: Anorganisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Benjamin
authors.initials: B
authors.lastname: Eberle
authors.affiliation: Anorganisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Elisabeth
authors.initials: E
authors.lastname: Kaifer
authors.affiliation: Anorganisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Hans-Jörg
authors.initials: HJ
authors.lastname: Himmel
keywords: batteries; guanidine; organic electron donors; oxidation; redox-active molecules