肟和环戊二烯杂Diels-Alder反应的理论计算

摘要

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.%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.