Reaction of HGeCl₃ superacid with aromatic compounds

Conclusions

• 1. The first examples of double germylation of aromatic compounds to give 9,10-bis(trichlorogermyl)-9,10-dihydroanthracene and 9,10-bis(trichlorogermyl)-9-methyl-9,10-dihydroanthracene, respectively, were observed in the reaction of HGeCl₃ superacid with anthracene and 9-methylanthracene in the presence of oxygen.

• 2. The change in the direction of these reactions in an inert atmosphere and in the presence of oxygen confirms the existence of the cryptoradical steps that we previously observed in the reaction of HGeCl₃ with 9-methylanthracene in an N₂ atmosphere.

• 3. Some chemical transformations of the product of double germylation of 9-methylanthracene, on the basis of which the geometrical configuration of trans-9,10-bis(trichlorogermyl)-9-methyl-9,10-dihydroanthracene was assigned to it, were studied.