Antoni, Patrick W.Golz, ChristopherHansmann, Max M.2024-02-232024-02-232022-03-17http://hdl.handle.net/2003/42354http://dx.doi.org/10.17877/DE290R-24191Novel organic redox systems that display multistage redox behaviour are highly sought-after for a series of applications such as organic batteries or electrochromic materials. Here we describe a simple strategy to transfer well-known two-electron redox active bipyridine and phenanthroline architectures into novel strongly reducing four-electron redox systems featuring fully reversible redox events with up to five stable oxidation states. We give spectroscopic and structural insight into the changes involved in the redox-events and present characterization data on all isolated oxidation states. The redox-systems feature strong UV/Vis/NIR polyelectrochromic properties such as distinct strong NIR absorptions in the mixed valence states. Two-electron charge–discharge cycling studies indicate high electrochemical stability at strongly negative potentials, rendering the new redox architectures promising lead structures for multi-electron anolyte materials.enCarbenesElectron donorRedox chemistryStructure elucidation540TextCarbeneCharge-transfer-KomplexeRedoxreaktionStrukturaufklärung