It is demonstrated that thee anodic oxidation of 2,5-bis(tert-butyldim
ethylsilyl) isothianaphthene in Bu4NBF4/nitrobenzene electrolyte resul
ts in the formation of poly( isothianaphthene) film with an average po
lymerization degree of 20. Disilylated isothianaphthene dimer and trim
er do not polymerize in this electrolyte giving upon anodic oxidation
stable radical cations and dications.