A computational study on the reaction mechanisms of N-formylation of amines under a Lewis acid catalysis

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• 作者：Donghui Wei ; Chengxing Cui ; Zhibo Qu ; Yanyan Zhu ; Mingsheng Tang
• 关键词：Density functional theory ; Lewis acid ; N-formylation of amines ; Reaction mechanisms
• 刊名：Journal of Molecular Structure: THEOCHEM
• 出版年：2010
• 出版时间：15 July 2010
• 年：2010
• 卷：951
• 期：1-3
• 页码：89-92
• 全文大小：330 K

文摘

The mechanisms of the title reaction have been studied by density functional theory (DFT) and the second order Moller–Pleset (MP2) method. Two possible reaction channels including the non-catalyzed channel (channel 1) and the other catalyzed channel (promoted by Lewis acid ZnCl₂, channel 2) are shown. The calculated results indicate that the catalyzed channel is more energy favorable than the non-catalyzed channel, and the energy barrier of channel 2 (31.62 kcal/mol at the B3LYP/6-31G(d,p) level and 30.32 kcal/mol at the MP2/6-311++G(2d,2p) level) is not a high energy barrier for the experimental condition (343 K), thus, we think the Lewis acid ZnCl₂ would play an important role in making the title reaction easier to occur, which is in good agreement with the experimental results.