首页   按分类浏览 期刊浏览 卷期浏览 Chemical and electrochemical reduction of pyrazino[2,3-g]quinoxalines and of their benz...
Chemical and electrochemical reduction of pyrazino[2,3-g]quinoxalines and of their benzo and dibenzo derivatives; the structure of fluorindine and the formation of tetraanion

 

作者: Joseph Armand,   Line Boulares,   Christian Bellec,   Jean Pinson,  

 

期刊: Canadian Journal of Chemistry  (NRC Available online 1987)
卷期: Volume 65, issue 7  

页码: 1619-1623

 

ISSN:0008-4042

 

年代: 1987

 

DOI:10.1139/v87-271

 

出版商: NRC Research Press

 

数据来源: NRC

 

摘要:

The structure of fluorindine is established by nmr as the 5,14-dihydroquinoxalino[2,3-b]phenazine. The catalytic hydrogenation of 2,3-di(p-methoxyphenyl)pyrazino[2,3-b]phenazine2aleads to the 6,11-dihydro derivative4a. The electrochemical reduction in an hydroorganic medium furnishes4aand then the 1,4,6,11-tetrahydro derivative8a. In dry DMSO the voltammogram shows four monoelectronic reversible systems corresponding to the successive formation of a radical anion, dianion, radical trianion, and tetraanion. Thus2aappears as a new example of the very restricted class of compounds leading to tetraanions upon electrochemical reduction. The catalytic hydrogenation of 2,7-diphenylpyrazino[2,3-g]quinoxaline1aor the reaction of LiAlH4with 1,2,7,8-tetramethylpyrazino[2,3-g]quinoxaline1bleads to 1,2,3,4-tetrahydro compounds. The electrochemical reduction of1aand1bin hydroorganic medium leads successively to 1,4-dihydro and then to 1,4,6,9-tetrahydro compounds which undergo a further rearrangement. In dry DMSO1aand1bbehave differently from2a: one only observes two reversible monoelectronic systems.

 

点击下载:  PDF (310KB)



返 回