在酸性介质中 N-H 伪酸 Mannich 反应机理的量子化学研究  

THEORETICAL STUDIES ON THE MECHANISM OF MANNICH REACTION INVOLVING N-H PSEUDO ACID COMPONENT IN ACIDIC MEDIA

作　　者：翟宇峰[1] 曾仕伦 肖鹤鸣[1] 

机构地区：[1]南京理工大学

出　　处：《含能材料》1998年第1期31-36,共6页Chinese Journal of Energetic Materials

摘　　要：用量子化学中的ＳＣＦ－ＭＯＡＭ１方法，全优化计算了以苯并唑酮为伪酸组分的（Ｎ－Ｈ酸）Ｍａｎｎｉｃｈ反应的反应物、过渡态和产物络合物的分子几何构型、电子结构和生成热。根据计算所得各反应的活化能，提出了该反应在酸性介质中的机理，即甲醛首先与苯并唑酮作用，其产物再与二甲胺作用生成Ｍａｎｎｉｃｈ碱，并就其缘由进行了讨论。Molecular geometries,electronic structures,heats of formation of the reactants,products and activated complexes for a whole N-H Mannich reaction involving benzoxazolon as pseudo acid component have been calculated by semiempirical AM1 quantum mechanical method.According to the calculated avtivation energies,the mechanism of the reaction in acidic media is suggested that formaldehyde reacts with benzoxazolon firstly and then the obtained product reacts with dimethylamine forming Mannich base.The reason has also been discussed in the paper.

关 键 词：AM1-MO法 活化能 MANNICH反应 量子化学 

分 类 号：O621.1[理学—有机化学]