Synthesis of fluorinated aminium cations coupled with carborane anions for use as strong one-electron oxidants

Synthesis of a series of hydrocarbon-soluble triarylamines bearing F, CF3, and Br substituents showing quasi-reversible redox events in the 0.59-1.32 V range is reported. Chemical oxidation of the amines was carried out with 0.5PhI(OAc)2/Me3SiX/Na[RCB11Cl11] (X = Cl or OTf, R = H or Me), and a few aminium salts were isolated as pure solids. Synthesis of a series of hydrocarbon-soluble triarylamines bearing F, CF3, and Br substituents showing quasi-reversible redox events in the 0.59-1.32 V range is reported. A few have been isolated as [HCB11Cl11]- salts.

Automated summary

This paper reports the synthesis of a series of hydrocarbon-soluble triarylamines bearing F, CF3, and Br substituents, which exhibit quasi-reversible redox events in the range of 0.59-1.32 V. A few aminium salts have been isolated successfully.