Abstract The molecular mechanism of [3 + 2] cycloaddition (32CA) process between selenyl analog of the (Z)-C,N-diphenylnitrone and nitroethene was examined on the basis of the M06-2X/6-311 + G(d)(PCM) calculations. It was found that kinetic factors favor the formation of 4-nitro substituted cycloadducts in the reaction course. Additionally, the DFT computational study highlights the evidently polar nature of the title reaction. The mechanistic study also confirms the possibility of the existence of a zwitterionic intermediate in the reaction environment. Graphical Abstract

中文翻译：

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(Z)-C,N-二苯基硝酮的硒基类似物作为 [3 + 2] 环加成中的 TAC 与硝基乙烯：DFT 计算研究

摘要 基于M06-2X/6-311+G(d)研究了(Z)-C,N-二苯基硝酮的硒基类似物与硝基乙烯发生[3+2]环加成(32CA)反应的分子机理。 (PCM) 计算。发现动力学因素有利于在反应过程中形成 4-硝基取代的环加合物。此外，DFT 计算研究突出了标题反应的明显极性。机理研究还证实了反应环境中存在两性离子中间体的可能性。图形概要