1,2,4,5-Tetrakis(tetramethylguanidino)-3,6-diethynyl-benzenes: Fluorescent Probes,Redox-Active Ligands and Strong Organic Electron Donors |
| |
| Authors: | Conrad Wagner Franka Kreis Dennis Popp Dr Olaf Hübner Dr Elisabeth Kaifer Prof Hans-Jörg Himmel |
| |
| Institution: | Anorganisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany |
| |
| Abstract: | In this work, the change of reactivity induced by the introduction of two para-ethynyl substituents (CCSi(iPr)3 or CCH) to the organic electron-donor 1,2,4,5-tetrakis(tetramethylguanidino)-benzene is evaluated. The redox-properties and redox-state dependent fluorescence are evaluated, and dinuclear CuI and CuII complexes synthesized. The Lewis-acidic B(C6F5)3 substitutes the proton of the ethynyl ?CCH groups to give new anionic ?CCB(C6F5)3? substituents, leading eventually to a novel dianionic strong electron donor in its diprotonated form. Its two-electron oxidation with dioxygen in the presence of a copper catalyst yields the first redox-active guanidine that is neutral (instead of cationic) in its oxidized form. |
| |
| Keywords: | copper guanidine organic electron donors redox chemistry redox-active ligand |
|
|
