Hexaaminobenzene Derivatives: Synthesis and Unusual Oxidation Behavior

…, A Zietsch, B Nuber, F Gredel, B Speiser…

Index: Wolff; Zietsch; Nuber; Gredel; Speiser; Wuerde Journal of Organic Chemistry, 2001 , vol. 66, # 8 p. 2769 - 2777

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Citation Number: 12

Abstract

The syntheses and the electrochemical behavior of the monomeric peralkylated hexaamino (1, 3) metacyclophane 4, the dimeric dodecaamino (1, 3) cyclophane 5a, and the dodecaamino (1, 3, 5) cyclophane 6 are described. Electrochemical measurements show that the hexaaminobenzene units in 4 and 5a undergo an unusually slow two-electron transfer attributed to the deformation of the rings into bis-cyanine cations when oxidized to ...