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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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