In the present paper, an investigation about the [3 + 2]cycloaddition (32 C A) reactions of benzonitrile oxide with 1-trifluoromethyl-4-vinyl-benzene, and with 1-methyl-4-vinyl-benzene, using the Molecular Electron Density Theory (MEDT) through DFT/B3LYP/6–311++G (d,p), is performed. A deep mechanistic study beside an accurate electronic description of different stationary points along the IRC paths of the two 32 C A reactions have performed by examining the two competitive regioisomericortho/metareaction pathways, and providing the mechanism associated with them. The presence of the CF₃ group reduces the activation energy, which makes it possible to increase the experimental yield of the reaction in good agreement with the experimental results. Addition of solvent (THF) does not affected the regioselectivity of the studied reactions. Evaluation of the ELF of selected structures of the IRC related with the formation of C–O and C–C single bonds designates that these 32 C A reactions take place through a one-step, two-stage mechanism.

在本文中，使用分子电子技术研究了苯甲腈氧化物与1-三氟甲基-4-乙烯基苯和1-甲基-4-乙烯基苯的[3 + 2]环加成（32 CA）反应。通过DFT / B3LYP / 6–311 ++ G（d，p）执行密度理论（MEDT）。沿着两个32 C A反应的IRC路径对不同固定点的准确电子描述旁边，进行了深入的机理研究，方法是检查两个竞争性的区域异构异构/置换途径，并提供与之相关的机制。CF ₃的存在基团降低了活化能，这使得增加反应的实验产率与实验结果非常吻合成为可能。溶剂（THF）的添加不影响所研究反应的区域选择性。对与C–O和C–C单键形成相关的IRC选定结构的ELF的评估表明，这32 C A反应是通过一个两步机制进行的。