Peng Jie, Tamura Masazumi, Yabushita Mizuho, Fujii Ryotaro, Nakagawa Yoshinao, Tomishige Keiichi
Department of Applied Chemistry, School of Engineering, Tohoku University, 6-6-07 Aoba, Aramaki, Aoba-ku, Sendai, Miyagi 980-8579, Japan.
Research Center for Artificial Photosynthesis, Advanced Research Institute for Natural Science and Technology, Osaka City University, 3-3-138 Sugimoto, Sumiyoshi, Osaka 558-8585, Japan.
ACS Omega. 2021 Oct 5;6(41):27527-27535. doi: 10.1021/acsomega.1c04516. eCollection 2021 Oct 19.
CeO acted as an effective and reusable heterogeneous catalyst for the direct synthesis of 2-imidazolidinone from ethylenediamine carbamate (EDA-CA) without further addition of CO in the reaction system. 2-Propanol was the best solvent among the solvents tested from the viewpoint of selectivity to 2-imidazolidinone, and the use of an adequate amount of 2-propanol provided high conversion and selectivity for the reaction. This positive effect of 2-propanol on the catalytic reaction can be explained by the solubility of EDA-CA in 2-propanol under the reaction conditions and no formation of solvent-derived byproducts. This catalytic system using the combination of the CeO catalyst and the 2-propanol solvent provided 2-imidazolidinone in up to 83% yield on the EDA-CA basis at 413 K under Ar. The reaction conducted under Ar showed a higher reaction rate than that with pressured CO, which clearly demonstrated the advantage of the catalytic system operated at low CO pressure or even without CO.
CeO作为一种有效且可重复使用的多相催化剂，用于从氨基甲酸乙二胺（EDA-CA）直接合成2-咪唑啉酮，反应体系中无需额外添加CO。从对2-咪唑啉酮的选择性来看，2-丙醇是所测试溶剂中最佳的溶剂，使用适量的2-丙醇可使反应具有高转化率和选择性。2-丙醇对催化反应的这种积极作用可以通过反应条件下EDA-CA在2-丙醇中的溶解度以及不形成溶剂衍生副产物来解释。这种使用CeO催化剂和2-丙醇溶剂组合的催化体系，在413 K、Ar气氛下，基于EDA-CA，2-咪唑啉酮的产率高达83%。在Ar气氛下进行的反应显示出比在加压CO下更高的反应速率，这清楚地证明了该催化体系在低CO压力甚至无CO条件下运行的优势。
