- 著者
-
Taku Shoji
Akifumi Maruyama
Mitsuhisa Maruyama
Shunji Ito
Tetsuo Okujima
Junya Higashi
Kozo Toyota
Noboru Morita
- 出版者
- (社)日本化学会
- 雑誌
- Bulletin of the Chemical Society of Japan (ISSN:00092673)
- 巻号頁・発行日
- pp.20130275, (Released:2013-11-08)
- 被引用文献数
-
15
6-Methoxy- and 6-dimethylaminoazulenes with methylthio groups at the 1- or 1,3-positions have been prepared by electrophilic substitution of the corresponding azulenes with DMSO in the presence of acid anhydride, followed by treatment with Et3N. The products, 1-methylthioazulenes, reacted with Tf2O to afford the corresponding 1,1’-biazulene derivatives in moderate yields. The redox behavior of these azulene and 1,1’-biazulene derivatives was examined by cyclic voltammetry (CV), which revealed reversible electron transfers under electrochemical oxidation conditions. 6-Dimethylamino-1,3-bis(methylthio)azulenes with a heteroaryl group at the 2-position were also prepared by the reaction of 6-dimethylamino-1,3-bis(methylthio)azulene with triflates of N-containing heterocycles, i.e., pyridine, quinoline, isoquinoline, acridine, and 1,10-phenanthroline, followed by treatment with KOH in alcohols.