ジブロムシクロペンテンの異性体間相互変換反応
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概要
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Trans-3,4, Trans-3,5-, and cis-3, 5-dibromocyclopentenes (1, 2, and 3) underwent facile interconversions in chloroform in the presence of a catalytic amount of tetraethylammonium bromide. The isomerizations involved the nucleophilic attacks by the added bromide ions to these allylic systems through both the S_N2 and S_N2' mechanisms. The S_N2' reactions were associated with syn stereospecificity, and proceeded at rates ca. 1/10 those of the S_N2 reactions. In the absence of added ammonium salt, isomers 1 and 2 isomerized into one another, but isomer 3 remained intact.
- 九州大学大学院総合理工学研究科の論文
- 1981-01-20
九州大学大学院総合理工学研究科 | 論文
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