A stable hexakis(guanidino)benzene: realization of the strongest neutral organic four-electron donor

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 e...

Full description

Saved in:
Bibliographic Details
Main Authors: Eberle, Benjamin (Author) , Kaifer, Elisabeth (Author) , Himmel, Hans-Jörg (Author)
Format: Article (Journal)
Language:English
Published: March 13, 2017
In: Angewandte Chemie. International edition
Year: 2017, Volume: 56, Issue: 12, Pages: 3360-3363
ISSN:1521-3773
DOI:10.1002/anie.201611189
Online Access:Verlag, Volltext: http://dx.doi.org/10.1002/anie.201611189
Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201611189
Get full text
Author Notes:Benjamin Eberle, Elisabeth Kaifer, and Hans-Jörg Himmel
Description
Summary: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.
Item Description:Gesehen am 15.11.2018
Physical Description:Online Resource
ISSN:1521-3773
DOI:10.1002/anie.201611189