Aromatic nucleophilic substitution. 25. Stopped-flow kinetics of reactions of 1-ethoxy-2,4-dinitronaphthalene with pyrrolidine and piperidine in dimethyl sulfoxide solution.
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概要
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The reaction of 1-ethoxy-2,4-dinitronaphthalene (<B>1</B>) with pyrrolidine or piperidine in dimethyl sulfoxide occured in two stages (Stages I and II). In the stage I, a σ-adduct forms at such a rate as is measured by a stopped-flow technique, and in the stage II it decays at a slower and spectrophotometrically measurable rate. The pyrrolidine system is more reactive than the piperidine system in the stages I and II, with the former reactivity in the stage II being ca. 11000 times higher than the latter. This huge difference was found by NMR evidence to stem from the structure of transition state in the stage II. Further, the activation parameters were determined, which corresponded to such difference in reactivity very well.
- 公益社団法人 日本化学会の論文
著者
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SUZUKI TOHRU
Department of Chemical Engineering, Faculty of Engineering, Nagoya University
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Sato Mitsuo
Department Of Applied Chemistry Faculty Of Engineering Gunma University
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Sekiguchi Shizen
Department of Chemistry, Faculty of Engineering, Gunma University
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Sato Mitsuo
Department of Synthetic Chemistry, Gunma University
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Fujinuma Hajime
Department of Synthetic Chemistry, Gunma University
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Suzuki Tohru
Department of Synthetic Chemistry, Gunma University
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Hosokawa Masaru
Department of Synthetic Chemistry, Gunma University
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