高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (S1): 490.

• Physical Organic Chemistry • 上一篇    

Electrooxidation of Azulene Compounds

Arh-Hwang Chen   

  1. Department of Chemistry, National Kaohsiung Normal University, Kaohsiung, Taiwan
  • 出版日期:1998-12-31 发布日期:1998-12-31

Electrooxidation of Azulene Compounds

Arh-Hwang Chen   

  1. Department of Chemistry, National Kaohsiung Normal University, Kaohsiung, Taiwan
  • Online:1998-12-31 Published:1998-12-31

摘要: Azulenoid, a parent structure of bicyclo[5,3,0] decapentaene with 10 π-electrons, is a class of the fused bicyclic compounds, non-benzenoid hydrocarbons. It is essentially used for the dye materials, the medical treatment of inflammation and hypertension and the development of liquid crystals. More recently, azulopquinones have been found to exhibit a significant antitumor activity. In the early organic electrochemical studies, azulene was first known the oxidation potential, 0.91 V vs SCE in acetic acid. The reversible and irreversible reduction potential,-1.6 V and -2.6 V vs Ag/AgCl in liquid methyl amine and dimethyl amine, respectively, were measured by Heinze et al in 1989 using cyclovoltammetric method. The conducting polymers were successfully developed from azulene and 4,6,8-trimethylazulene via electropolymeriztion by Waltman et al in 1986. Recently in 1993, Shono et al revealed that azulene was easily reduced to 5,5'-biazulene or consequently to react with alkyl halides producing 1,1'-dialkyl-5,5'-biazulene.

Abstract: Azulenoid, a parent structure of bicyclo[5,3,0] decapentaene with 10 π-electrons, is a class of the fused bicyclic compounds, non-benzenoid hydrocarbons. It is essentially used for the dye materials, the medical treatment of inflammation and hypertension and the development of liquid crystals. More recently, azulopquinones have been found to exhibit a significant antitumor activity. In the early organic electrochemical studies, azulene was first known the oxidation potential, 0.91 V vs SCE in acetic acid. The reversible and irreversible reduction potential,-1.6 V and -2.6 V vs Ag/AgCl in liquid methyl amine and dimethyl amine, respectively, were measured by Heinze et al in 1989 using cyclovoltammetric method. The conducting polymers were successfully developed from azulene and 4,6,8-trimethylazulene via electropolymeriztion by Waltman et al in 1986. Recently in 1993, Shono et al revealed that azulene was easily reduced to 5,5'-biazulene or consequently to react with alkyl halides producing 1,1'-dialkyl-5,5'-biazulene.

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