Radical anions of nitrobenzothiazoles: EPR study of conjugative properties of benzothiazolyl systems

被引：5
|
作者：
Ciminale, F [1 ]
机构：
[1] Univ Bari, Dipartmento Chim, I-70126 Bari, Italy
来源：
TETRAHEDRON LETTERS | 2004年 / 45卷 / 30期
关键词：
EPR spectroscopy; radical anions; nitrobenzothiazoles; one electron reduction;
D O I：
10.1016/j.tetlet.2004.06.004
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The electrochemical reduction in DMSO of the five isomers of nitrobenzothiazole (NBTZ) gave quite persistent radical anions that could be easily characterised by EPR spectroscopy. By contrast, the chemical reduction in alkaline solution, that is by t-BuOK in DMSO or by glucose and MeOK in MeOH presented some problems with 6- and 4-NBTZ, and in the case of 2-NBTZ did not provide any detectable paramagnetic species. The internal consistency of coupling constants of the nitrobenzothiazole radical anions is in good agreement with the conjugative properties of the various benzothiazolyl systems and allows rectifying a recent EPR characterisation of 6-NBTZ radical anion. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5849 / 5852
页数：4
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