Synthesis, Properties, and Redox Behavior of Ferrocene-Substituted Bis(3-methylthio-1-azulenyl)methylium Ions
✍ Scribed by Taku Shoji; Junya Higashi; Shunji Ito; Noboru Morita
- Publisher
- John Wiley and Sons
- Year
- 2010
- Tongue
- English
- Weight
- 430 KB
- Volume
- 2010
- Category
- Article
- ISSN
- 1434-1948
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✦ Synopsis
Abstract
Novel ferrocene‐substituted bis(3‐methylthio‐1‐azulenyl)methylium ions 5^+^ and 6^+^ were synthesized by the hydride abstraction reaction of the corresponding hydro derivatives 3 and 4 with 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone (DDQ). Compounds 3 and 4 were readily prepared by the acid‐catalyzed condensation reaction of 1‐methylthioazulenes 1 and 2 with ferrocenecarbaldehyde. The redox behavior of 5^+^ and 6^+^ was examined by cyclic voltammetry (CV) and differential pulse voltammetry (DPV), which revealed their amphoteric multistep redox properties. Moreover, these cations exhibited a significant color change under electrochemical reduction conditions, which was revealed by visible spectroscopy.
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