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Cover Feature: Can Heteroarenes/Arenes Be Hydrogenated Over Catalytic Pd/C Under Ambient Conditions? (Eur. J. Org. Chem. 34/2020)
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2020-08-27 , DOI: 10.1002/ejoc.202001151
Nao Tanaka 1 , Toyonobu Usuki 1
Affiliation  

The Cover Feature shows the exceptionally mild hydrogenation of aromatic compounds, including both heteroarenes and arenes, which was accomplished by using catalytic Pd/C with H2‐balloon pressure at room temperature. As the representative reaction, pyridine was hydrogenated on 1 mol% Pd/C in AcOH to afford piperidine quantitatively. Substrate scope analysis and DFT calculations indicated that reaction rates are highly dependent on the steric bulkiness of substituents and the HOMO/LUMO states. Moreover, the usefulness and chemo‐selectivity of the established reaction were demonstrated by the synthesis of the anti‐Alzheimer drug donepezil. More information can be found in the Full Paper by N. Tanaka and T. Usuki.
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中文翻译:

封面功能:在环境条件下,杂芳烃/戊烯能否在催化的Pd / C上氢化?(Eur.J.Org.Chem.34 / 2020)

封面功能显示了芳族化合物(包括杂芳烃和芳烃)的异常温和的氢化,这是通过在室温下使用催化性Pd / C和H 2气球压力实现的。作为代表性反应,吡啶在AcOH中的1摩尔%Pd / C上氢化,定量得到哌啶。底物范围分析和DFT计算表明,反应速率高度依赖于取代基的空间体积和HOMO / LUMO状态。此外,抗阿尔茨海默氏病药物多奈哌齐的合成证明了已建立反应的有用性和化学选择性。N. Tanaka和T.Usuki的论文全文中有更多信息。
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更新日期:2020-09-09
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