肟和环戊二烯杂Diels-Alder反应的理论计算

应用量子化学中的密度泛函（B3LYP/6-311G(d,p)）和二级微扰（MP2/6-311G(d,p)）方法对肟和环戊二烯的杂Diels-Alder反应机理进行了计算.结果表明，碳氮键先于碳碳键生成，碳氮键和碳碳键的生成与断裂属非同步的协同过程，C=O键在反应中钝化，不参与反应；反应符合前线轨道理论，利于反应进行；从热力学和动力学角度分析，此反应可以进行，优化计算的结果意义较大；反应计算数据与已有实验结果一致.

Theoretical Study on the Hetero-Diels-Alder Reaction of Oxime and Cyclopentadiene

B3LYP/6-311G(d,p) theory and MP2/6-311G(d,p) theory were used to calculate the Hetero-Diels-Alder reaction’s mechanism of oxime and cyclopentadiene.The results indicate that C-N bonds’ formation was prior to C-C bonds’;the formation and fracture of C-N bonds and C-C bonds were asynchronous collaborative processes;C-O bond which was passivated did not participate in the reaction.Reactions agree with frontier orbital theory which is favorable for the hetero-Diels-Alder reaction’s progress.From the perspective of thermodynamics and kinetics,the reaction is feasible and the optimization results are of great significance.Reaction’s calculated data is in full agreement with literature’s.