Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (5): 1407-1413.DOI: 10.6023/cjoc202202034 Previous Articles     Next Articles



方霄龙a,b,*(), 李斌b, 金杰a, 段宁a   

  1. a 安徽建筑大学化学与材料工程学院 功能分子设计与界面过程重点实验室 合肥 230601
    b 厦门大学化学化工学院 固体表面物理化学国家重点实验室 醇醚酯清洁生产国家工程实验室 福建厦门 361005
  • 收稿日期:2022-02-25 修回日期:2022-04-07 发布日期:2022-04-22
  • 通讯作者: 方霄龙
  • 基金资助:
    国家自然科学青年基金(21802010); 及安徽建筑大学科研启动基金(2020QDZ03)

Homogeneous Catalytic Hydrogenation of Dimethyl Malonate into 1,3-Propanediol

Xiaolong Fanga,b(), Bin Lib, Jie Jina, Ning Duana   

  1. a Key Laboratory of Functional Molecule Design and Interface Process, College of Materials and Chemical Engineering, Anhui Jianzhu University, Hefei 230601
    b National Engineering Laboratory for Green Chemical Productions of Alcohols-Ethers-Esters, State Key Laboratory of Physical Chemistry of Solid Surfaces, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005
  • Received:2022-02-25 Revised:2022-04-07 Published:2022-04-22
  • Contact: Xiaolong Fang
  • Supported by:
    National Natural Science Foundation for Young Scientists of China(21802010); Starting Grants of Anhui Jianzhu University(2020QDZ03)

Ruthenium complexes [(PPh3)(o-PPh2C6H4NH2)RuCl2]2 (1), (o-PPh2C6H4NHR)2RuCl2 (R=H, 2; Me, 3; Et, 4; CH2Ph, 5) and (o-PPh2C6H4NH2)[(CH2NHR)2]RuCl2 (R=H, 6; Me, 7; Et, 8; iPr, 9) were applied to the catalytic hydrogenation of dimethyl malonate into methyl 3-hydroxypropanoate or 1,3-propanediol. Targeting on the objective of the catalytic hydrogenation efficiency, the influence factors on the dimethyl malonate conversion and methyl 3-hydroxypropanoate or 1,3-propanediol selectivity, such as the structure of the ruthenium complex, the type and amount of the catalyst assistant and solvent, were well investigated. The results revealed that complex 8 resulted in the best catalytic results. Meanwhile, complex 8 could also catalyze the hydrogenation of diesters such as diethyl malonate.

Key words: ruthenium, o-(diphenylphosphino)aniline, dimethyl malonate, 1,3-propanediol