From Telluraxanthylium Perchlorates

9-(4-Methylphenyl)-telluraxanthylium perchlorate was reduced by lithium aluminum hydride to 9-(4-methylphenyl)-telluraxanthene.  

9-(4-Methylphenyl)-teIluraxantheiie 1.93 g (4 mmol) of 9-(4-mcthylphenyl)-telluraxanthylium perchlorate are added to a stirred suspension of 0.5 g (13 mmol) of lithium aluminum hydride and 3.0 g (23 nunol) of aluminum trichloride in 50 ml of absolute diethyl ether at 20°, the mixture is heated under reflux for 1 h, cooled, and 50 ml of ethyl acetate are slowly added. The resultant mixture is poured into 100 ml of 20% aqueous sulfuric acid, the organic layer is separated, the aqueous layer is extracted with two 50 ml portions of diethyl ether, and the combined organic phases are dried with anhydrous sodium sulfate, filtered, and the filtrate is evaporated yield 1.23 g (80%) m.p. 163° (from heptane/benzene). 

When telluraxanthylium perchlorates were reduced with zinc dust in tetrahydrofuran at 20°, stable telluraxanthyl radicals were generated that dimerized reversibly upon cooling to - 40° 

Concentrated hydrofluoric and trifluoroacetic acid cleave 7c-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-telluraxanthene forming telluraxanthene difluoride and bis[trfluoro-acetate], respectively. 

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