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

作者：Wei Donghui; Cui Chengxing; Qu Zhibo; Zhu Yanyan^*; Tang Mingsheng

来源：Journal of Molecular Structure (Theochem), 2010, 951(1-3): 89-92.

DOI：10.1016/j.theochem.2010.04.006

• Density functional theory
• Lewis acid
• N-formylation of amines
• Reaction mechanisms

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 ZnCl(2), 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 ZnCl(2) would play an important role in making the title reaction easier to occur, which is in good agreement with the experimental results.

• 出版日期2010-7-15
• 单位郑州大学; 河南科技学院