Tris aryl amine and Thianthrene Cation-Radicals

11 Tris(aryl)amine and Thianthrene Cation-Radicals 

Formation of the SbClg anion is a resnlt of the following disproportionation  

SbCl4+ + (4-BrC6H4)3N (4-BrCgH4)3N+ + SbCV 2SbCl4 SbCl -h SbClj 

Like all cation-radicals, ammoninmyls are sensitive to nncleophiles (as reactants or as admix-tnres). At the same time, l,l,l,3,3,3-hexaflnoropropan-2-ol as a solvent drastically curtails nucleophilic reactivity and provides good integrity of tris(4-bromophenyl) ammoniumyl at ambient temperatures (Eberson et al. 1996). 

Stepwise oxidation of organic snbstrates is often carried out with thainthreniumyl perchlorate. This oxidant will be encountered in many cases dnring the citing of materials in the following chapters. However, first, a safety warning shonld be pnt. It is a shock-sensitive solid that mnst be handled only on a small scale and with due care. 

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