Preparation of Pentacyclo‐[8.2.1.14,702,903,8] ‐tetradecane‐5,6,11,12‐tetracarboxylic Dianhydride Combined with Gaussian Calculation

The pentacyclic‐[8.2.1.14,702,903,8]‐tetradecane‐5,6,11,12‐tetracarboxylic dianhydride was prepared by norbornene dianhydrides as raw material and acetone as a solvent in a self‐made vertical photo reactor with single wavelength ultraviolet light. Based on the Gaussian Calculation combine with experiments, we studied the optimum wavelength of ultraviolet light and the stable conformation of the target product. The structure of the target compound was determined by HPLC‐MS, 1H NMR, 13C NMR, and X‐ray diffraction. The results showed that the yield of pentacyclic‐[8.2.1.14,702,903,8]‐tetradecane‐5,6,11,12‐tetracarboxylic dianhydride could reach 50.5 %, the reaction temperature was 20 °C, the initial concentration of reactant was 0.15 g/mL, the flow rate of the substrate was 5 mL/min, and the reaction time was 4 h. In a self‐made photo‐reactor, we synthesized pentacyclo‐[8.2.1.14,702,903,8]‐tetradecane‐5,6,11,12‐tetracarboxylic dianhydride under vertical irradiation of single wavelength ultraviolet light. Combine with Gaussian calculation, we found the maximum wavelength of norbornene dianhydride and predicted the stable conformation of the target production. The structures of the products were subjected to 1H NMR, 13C NMR, LC‐MS, and X‐ray crystallographic.