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2022 , Vol. 42 >Issue 5: 1407 - 1413

DOI: https://doi.org/10.6023/cjoc202202034

研究论文

均相催化丙二酸二甲酯加氢制1,3-丙二醇的研究

  • 方霄龙 ,
  • 李斌 ,
  • 金杰 ,
  • 段宁
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  • 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

  网络出版日期: 2022-04-22

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)

收起

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

  • Xiaolong Fang ,
  • Bin Li ,
  • Jie Jin ,
  • Ning Duan
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  • 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
*Corresponding author. E-mail:

Received date: 2022-02-25

  Revised date: 2022-04-07

  Online published: 2022-04-22

Supported by

National Natural Science Foundation for Young Scientists of China(21802010); Starting Grants of Anhui Jianzhu University(2020QDZ03)

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摘要

将系列o-二苯基膦苯胺配体构成的Ru(II)配合物[(PPh3)(o-PPh2C6H4NH2)RuCl2]2 (1)、(o-PPh2C6H4NHR)2RuCl2 (R=H, 2; Me, 3; Et, 4; CH2Ph, 5)和(o-PPh2C6H4NH2)[(CH2NHR)2]RuCl2 (R=H, 6; Me, 7; Et, 8; iPr, 9)应用于催化丙二酸二甲酯加氢制3-羟基丙酸甲酯或1,3-丙二醇. 围绕催化加氢性能, 系统探究了配合物结构、助剂种类及用量以及溶剂等反应条件对底物转化率和目标产物收率的影响. 研究发现, 配合物8性能最优. 同时, 配合物8在催化丙二酸二乙酯等二酯类分子加氢制醇反应中也表现出一定的催化活性.

关键词： 钌; o-二苯基膦苯胺; 丙二酸二甲酯; 1,3-丙二醇

本文引用格式

方霄龙 , 李斌 , 金杰 , 段宁 . 均相催化丙二酸二甲酯加氢制1,3-丙二醇的研究[J]. 有机化学, 2022 , 42(5) : 1407 -1413 . DOI: 10.6023/cjoc202202034

Abstract

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

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