2-羥基薁-1-羧酸乙酯之電化學氧化反應

Electrochemical Oxidation of Ethyl 2-Hydroxyazulene-1-Carboxylate

陳阿煌(Arh-Hwang Chen) ； 楊錦華(Chin-Hva Yang) ； 守田忠義(Tadayoahl Morita)

《化學》 53卷2期 (1995/06) Pp. 115-124

https://doi.org/10.6623/chem.1995010

摘要

將2-羥基薁-1-羧酸乙酯(7)在甲醇或乙醇等醇類溶劑中，進行電化學氧化反應，則得經由陽極偶合而插入亞加甲基或亞乙基的產物： bis(3-ethoxycarbony-Z-hydroxy-1-azulenyl)methane (8a) 或bis(3-ethoxycarbony-2-hydroxy-1-azulenyl)ethane (8b)以及電解偶合產物：3,3'-diethoxycarbony-2,2'-dihydroxy-1,1'-biazulenyl (9)；在非醇類溶劑之陽極氧化反應中，僅得到電解偶合產物：化合物(9)。本研究同時探討上述之反應機構。

關鍵字

薁類 ； 2-羥基薁-1-羧酸乙酯 ； 陽極氧化反應 ； 光譜學

並列摘要

The electrochemical oxidation of ethyl 2-hydrcoxyazulene-1-carboxylate (7) was investigated in a series of different conditions, In the presence of alcoholic solvents such as methanol or ethanol, it was electrolyzed to produce bis(3-ethoxycarbony-Z-hydroxy-1-azulenyl)methane (8a), or bis(3-ethoxycarbony-2-hydroxy-1-azulenyl)ethane (8b), respectively, with the C-insertion of methylene or ethylidene groups and 3.3'-diethoxycarbony-2,2'-dihydroxy-1,1'-biazulenyl (9) via the electrolytic oxidative coupling. But 3,3'-diethoxycarbony-2,2'-dihydroxy-1,1'-biazulenyl (9) was only formed through anodic oxidation without the C-insertion in the non-alcoholic solvents. The possible mechanisms were proposed.

並列關鍵字

Azulenoid ； Ethyl 2-hydroxyazulene-1-carboxylate ； Anodic oxidation ； Spectroscopy