Synthesis and properties of substituted 1, 6-dioxapyrene donors

JB Christensen, I Johannsen…

Index: Christensen, J. B.; Johannsen, I.; Bechgaard, K. Journal of Organic Chemistry, 1991 , vol. 56, # 25 p. 7055 - 7058

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Citation Number: 19

Abstract

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 ...