Electrochromic Application of an Enediyne Scaffolding as a Redox-Active Chromophore − Synthesis and Redox Behavior of 9,10-Bis[3-(6-azulenyl)-1-(6-azulenylethynyl)-2-propynylidene]-9,10-dihydroanthracenes
✍ Scribed by Shunji Ito; Haruki Inabe; Noboru Morita; Akio Tajiri
- Publisher
- John Wiley and Sons
- Year
- 2004
- Tongue
- English
- Weight
- 155 KB
- Volume
- 2004
- Category
- Article
- ISSN
- 1434-193X
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✦ Synopsis
Abstract
A bis(enediyne) system utilizing anthraquinodimethane as a platform for a redox‐active substructure that bears azulenes as π‐electron‐accepting groups at the periphery has been prepared by a simple one‐pot reaction involving repeated Pd‐catalyzed alkynylation of 6‐bromoazulenes with the bis(enediyne). The novel bis(enediyne)s exhibited two, one‐step two‐electron redox properties under electrochemical reduction conditions together with a significant color change owing to the generation of a closed‐shell cyanine‐type substructure by the two‐electron reduction. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)