The super stabilized tris(dialkylamino)-azadioxatriangulenium carbenium ion (A-ADOTA(+)) 4 has been synthesized and characterized. As a result of extended delocalization of the positive charge in the planar triangulenium system and the presence of several strongly electron-donating groups, the A-ATOTA(+) ion displays extreme cation stability with a pK(R+) value close to 25. Furthermore the A-ATOTA(+) ion shows excellent dye properties with intense absorption at 458 nm and high fluorescence quantum yield.