The synthesis of substituted 1, 6-dioxapyrenes, 2b-g, from 2, 6-dipropyl-l, 5-naphthalenediol (7a) or 2, 6-di-methyl-l, 5-naphthalenediol (7b) is described. Diol 7a was prepared by Claisen allylic rearrangement followed by reduction, and 7b was prepared by Mannich reaction of 1, 8naphthalenediol followed by base-promoted hydrogenolysis. The l, &dioxapyrenes can be oxidized to stable cation radicals at+ 0.2-0.35 V vs SCE and to ...
