Amine-based organic high-spin systems; a room-temperature-stable one-dimensional oligoaryl triamine-based trication

A triamine, 2,2′,4,4′-tetrabromo-3″,4″-dimethyl-5,5′-bis(di(4-methylphenyl)amino)triphenylamine, was designed and synthesized as a model precursor for purely organic cationic high-spin systems. Cyclic voltammetry measurements revealed that the triamine gives stable mono-, di-, and tricationic states at ambient temperature. Novel electron transfer stopped-flow (ETSF) methods were invoked for characterizing the absorption spectra of the corresponding mono- and oligo-cationic states. The triamine-based trication was generated by chemical oxidation at room temperature, and the triamine was quantitatively recovered upon reduction. The electronic ground state of the trication is discussed.

A polyalkylated oligoaryl triamine was designed and synthesized as a precursor of positively charged high-spin systems. The highly oxidized tricationic state is very stable at ambient temperature for 15 min. The electrochemical and spectroscopic properties were examined.Figure optionsDownload as PowerPoint slide