Electric Literature of C21H24N2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene, is researched, Molecular C21H24N2, CAS is 141556-42-5, about Organic Redox Systems Based on Pyridinium-Carbene Hybrids. Author is Antoni, Patrick W.; Bruckhoff, Tim; Hansmann, Max M..
New redox systems with three oxidation states are highly sought-after, for example, for redox-flow battery applications, selective reducing agents, or organic electronics. Herein, a straightforward and modular synthesis is described of a new class of such a three-state redox system based on the intermol. reaction of a large variety of pyridinium salts with carbenes. These hybrids represent organic (super) electron donors with tailored electrochem. properties and feature three stable oxidation states, which could be fully characterized including by X-ray diffraction. Which electronic factors either promote attainment of stable radicals through one electron transfer or instead favor 2e- processes is elaborated. Indeed, based on X-ray data, a verification for a potential compression mechanism is given that originates through a large structural distortion in the first oxidation event. By geometrically locking this hybridization change, a potential expansion can be realized. The new class of stable organic radicals are highly persistent and even moderately stable toward air. Addnl., it is demonstrated that the modular synthesis approach is also applicable to remarkably strong multielectron (4e-) donors by utilizing bridged pyridinium salts. Based on the stability and reversibility of the new redox system is demonstrated by charge-discharge experiments the use of the hybrid mols. as novel anolyte materials for nonaqueous redox-flow batteries.
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