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Successive electron transfer reaction of the lithium salt of 5-methyl-5,10-dihydrophenazine anion with 4-nitrophenethyl bromide via 4-nitrostyrene
✍ Scribed by Akira Sugimoto; Hideyuki Maruyama; Wataru Takahashi; Kazuhiko Mizuno; Kaku Uehara; Tomohiro Adachi
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1999
- Tongue
- English
- Weight
- 472 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
The reaction of lithium salt of 5‐methyl‐5,10‐dihydrophenazine anion with 4‐nitrophenethyl bromide in 1,2‐dimethoxyethane gave unexpected compounds, 1,2‐bis[5‐(10‐methyl‐5,10‐dihydrophenazinyl)]‐1‐(4‐nitrophenyl)ethane and 1,4‐bis(4‐nitrophenyl)‐1,4‐bis[5‐(10‐methyl‐5,10‐dihydrophenazinyl)]butane, while the reaction in dimethyl sulfoxide brought about the formation of 5‐methyl‐10‐(4‐nitrophenethyl)‐5,10‐dihydrophenazine. The successive electron transfer mechanism is proposed for the former reaction via 4‐nitrostyrene.
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