Understanding the Alkylation Mechanism of 3-Chloropiperidines – NMR Kinetic Studies and Isolation of Bicyclic Aziridinium Ions,European Journal of Organic Chemistry

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Understanding the Alkylation Mechanism of 3-Chloropiperidines – NMR Kinetic Studies and Isolation of Bicyclic Aziridinium Ions
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2021-09-29 , DOI: 10.1002/ejoc.202101072
Tim Helbing ₁ , Mats Georg ₁ , Fabian Stöhr ₁ , Caterina Carraro ₂ , Jonathan Becker ₁ , Barbara Gatto ₂ , Richard Göttlich ₃

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In this research, we analyzed the alkylation mechanism of 3-chloropiperidnes by isolation of the proposed intermediate aziridinium ions and NMR kinetic investigations. The bicyclic structure of these predicted intermediates was confirmed by single crystal XRD, while the kinetic analysis revealed remarkable reactivity differences between the gem-methylated compounds and their corresponding non-methylated analogues.

中文翻译：

了解 3-氯哌啶的烷基化机制——核磁共振动力学研究和双环氮丙啶离子的分离

在这项研究中，我们通过分离建议的中间体氮丙啶离子和 NMR 动力学研究来分析 3-氯哌啶的烷基化机理。这些预测中间体的双环结构通过单晶 XRD 得到证实，而动力学分析表明，gem 甲基化化合物与其相应的非甲基化类似物之间存在显着的反应性差异。

更新日期：2021-11-23

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