Synthesis, Properties and Redox Behavior of Ene-Diyne Scaffolds Bearing 1- and 2-Azulenyl groups at the Periphery
Synthesis, Properties and Redox Behavior of Ene-Diyne Scaffolds Bearing 1- and 2-Azulenyl groups at the Periphery
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外围带有 1- 和 2-Azulenyl 基团的烯-二炔支架的合成、性能和氧化还原行为
DOI：
10.1002/ejoc.201201397
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发表时间：
2013
影响因子：
2.8
通讯作者：
Noboru Morita
中科院分区：
文献类型：
--
作者：
Taku Shoji,* Erika Shimomura;Mitsuhisa Maruyama;Shunji Ito;Tetsuo Okujima;Noboru Morita
在Pd催化下，1-和2-乙炔基偶氮烯与9-二溴亚甲基-9H-荧烯、9，10‐bis(dibromomethylene)‐9，10‐dihydroanthracene或2-碘唑烯与9，10‐bis(diethynylmethylene)‐9，10‐dihydroanthracene发生交叉偶联反应，合成了外围带有1-和2-天青基的烯-二炔体系。用循环伏安法(CV)和差示脉冲伏安法(DPV)研究了烯二炔化合物的氧化还原行为。此外，在电化学还原条件下，用可见光谱观察到烯二炔衍生物的颜色发生了显著的变化。
Ene–diyne systems possessing 1‐ and 2‐azulenyl groups at the periphery were prepared by palladium‐catalyzed cross‐coupling reaction of 1‐ and 2‐ethynylazulenes with 9‐dibromomethylene‐9H‐fluorene and 9,10‐bis(dibromomethylene)‐9,10‐dihydroanthracene or 2‐iodoazulene with 9,10‐bis(diethynylmethylene)‐9,10‐dihydroanthracene under Sonogashira–Hagihara conditions. The redox behavior of the ene–diyne compounds was examined by cyclic voltammetry (CV) and differential pulse voltammetry (DPV). Moreover, a significant color change of the ene–diyne derivatives was observed with visible spectroscopy under electrochemical reduction conditions.