A stable hexakis(guanidino)benzene

• Verfasst von: Eberle, Benjamin [VerfasserIn]
• Verfasst von: Kaifer, Elisabeth [VerfasserIn]
• Verfasst von: Himmel, Hans-Jörg [VerfasserIn]
• Titel: A stable hexakis(guanidino)benzene
• Titelzusatz: realization of the strongest neutral organic four-electron donor
• Verf.angabe: Benjamin Eberle, Elisabeth Kaifer, and Hans-Jörg Himmel
• E-Jahr: 2017
• Jahr: March 13, 2017
• Umfang: 4 S.
• Fussnoten: Gesehen am 15.11.2018
• Titel Quelle: Enthalten in: Angewandte Chemie / International edition
• Ort Quelle: Weinheim : Wiley-VCH, 1962
• Jahr Quelle: 2017
• Band/Heft Quelle: 56(2017), 12, Seite 3360-3363
• ISSN Quelle: 1521-3773
• DOI: doi:10.1002/anie.201611189
• Datenträger: Online-Ressource
• Sprache: eng
• Sach-SW: batteries
• Sach-SW: guanidine
• Sach-SW: organic electron donors
• Sach-SW: oxidation
• Sach-SW: redox-active molecules
• K10plus-PPN: 1583757651

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.