A density functional theory study was performed on the mechanism and site selectivity of a domino [3 + 2] cycloaddition/retro-Diels-Alder reaction between benzyl azide and 7-oxabicyclo [2.2.1]hepta-2,5-diene-2,3-dicarboxylate (oxanorbornadienedicarboxylate) which provide a stable 1,2,3-triazole and the results were compared with the click reaction between benzyl azide and dimethyl acetylenedicarboxylate (DMAD) with similar triazole product. Parr functions analysis, hard and soft acids and bases (HSAB) principle and potential energy surface analysis were utilized for studying the site selectivity of this reaction, and the results are consistent with the experimental observations. The molecular mechanisms of these reactions were established by electron localization function (ELF) and noncovalent interactions (NCI) topological analysis. ELF topological patterns indicated a two-stage one-step mechanism for the 32CA reaction and NCI analysis displayed the noncovalent interactions which are responsible for the preferred path.

对苄基叠氮化物和7-氧杂双环[2.2.1] hepta-2,5-diene-2之间的多米诺[3 + 2]环加成/复古-Diels-Alder反应的机理和位点选择性进行了密度泛函理论研究。可以提供稳定的1,2,3-三唑的3,3-二羧酸酯（氧杂硼烷二烯二羧酸酯），并将结果与​​叠氮化物苄基和乙炔二羧酸二甲酯（DMAD）与类似的三唑产物之间的点击反应进行了比较。利用Parr功能分析，硬酸和软酸与碱（HSAB）原理以及势能表面分析法研究了该反应的位点选择性，其结果与实验结果相符。这些反应的分子机制是通过电子定位功能（ELF）和非共价相互作用（NCI）拓扑分析建立的。32CA反应和NCI分析的两步式一步机制显示了非共价相互作用，这是首选途径。