Cycloaddition Reactions of Epoxides and CO2 by the Novel Imidazolium-Functionalized Metalloporphyrins: Optimization and Analysis using Response Surface Methodology

被引:17
|
作者
Li, Zhonglu [1 ]
Su, Zhenping [1 ]
Xu, Wenhua [1 ]
Shi, Qing [1 ]
Yi, Jiajia [1 ]
Bai, Caihe [1 ]
Wang, Ning [1 ,2 ]
Li, Jun [1 ]
机构
[1] Northwest Univ, Natl Demonstrat Ctr Expt Chem Educ, Key Lab Synthet & Nat Funct Mol, Coll Chem & Mat Sci,Minist Educ, Xian 710069, Peoples R China
[2] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116024, Peoples R China
基金
中国国家自然科学基金;
关键词
Carbon dioxide fixation; Cycloaddition; metalloporphyrin; bifunctional catalyst; Response surface methodology; CYCLIC CARBONATES; IONIC LIQUIDS; BIFUNCTIONAL CATALYSTS; DIOXIDE; FIXATION;
D O I
10.1002/cctc.202000720
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The production of cyclic carbonates using CO(2)and epoxides has received great attention due to 100 % atom utilization. Herein, novel imidazolium-containing metalloporphyrins were synthesized as bifunctional catalysts for the cycloaddition reactions of epoxides and CO2. The reaction conditions were optimized and analyzed with the response surface methodology. Under the optimum condition using Zn-porphyrin1as the catalyst, the turnover number (TON) and turnover number frequency (TOF) for the cycloaddition of CO(2)and ECH were 11,629 and 1,735, respectively. In addition, analysis of the RSM indicated that the CO(2)pressure had only a small impact on the yield. Based on this conclusion, the catalytic activity of1was further evaluated under mild conditions. Regardless of whether the CO(2)pressure is high or ambient, this Zn-porphyrin exhibited an excellent performance with a high turnover number frequency.
引用
收藏
页码:4839 / 4844
页数:6
相关论文
共 50 条
  • [1] A series of bifunctional metalloporphyrins as efficient catalysts for cycloaddition of CO2 with epoxides
    Wang, Dan
    Gao, Ziyuan
    Duan, Sujiao
    Wei, Jiaojiao
    Ma, Linjing
    Wang, Ning
    Li, Jun
    APPLIED ORGANOMETALLIC CHEMISTRY, 2023, 37 (07)
  • [2] Soluble imidazolium-functionalized coordination cages for efficient homogeneous catalysis of CO2 cycloaddition reactions
    Tong, Hui-Ying
    Liang, Jun
    Wu, Qiu-Jin
    Zou, Yu-Huang
    Huang, Yuan-Biao
    Cao, Rong
    CHEMICAL COMMUNICATIONS, 2021, 57 (17) : 2140 - 2143
  • [3] Hydroxy-Functionalized Imidazolium Bromides as Catalysts for the Cycloaddition of CO2 and Epoxides to Cyclic Carbonates
    Anthofer, Michael H.
    Wilhelm, Michael E.
    Cokoja, Mirza
    Drees, Markus
    Herrmann, Wolfgang A.
    Kuehn, Fritz E.
    CHEMCATCHEM, 2015, 7 (01) : 94 - 98
  • [4] Novel porous organocatalysts for cycloaddition of CO2 and epoxides
    Kolle, Joel M.
    Sayari, Abdelhamid
    RSC ADVANCES, 2019, 9 (42) : 24527 - 24538
  • [5] Highly Efficient CO2 Fixation Into Cyclic Carbonates Catalyzed by Imidazolium-Functionalized Zn-Based MOFs
    Moghadam, Mahya Kohansal
    Eshghi, Hossein
    Ghodsinia, Sara S. E.
    Shiri, Ali
    APPLIED ORGANOMETALLIC CHEMISTRY, 2025, 39 (05)
  • [6] Hydroxyl-ionic liquid functionalized metalloporphyrin as an efficient heterogeneous catalyst for cooperative cycloaddition of CO2 with epoxides
    Chen, Yupeng
    Chen, Chong
    Li, Xue
    Feng, Nengjie
    Wang, Lei
    Wan, Hui
    Guan, Guofeng
    JOURNAL OF CO2 UTILIZATION, 2022, 62
  • [7] Carboxylic acid functionalized imidazolium-based ionic liquids: efficient catalysts for cycloaddition of CO2 and epoxides
    Han, Lina
    Choi, Soo-Jin
    Park, Moon-Seok
    Lee, Seon-Myong
    Kim, Yu-Jin
    Kim, Moon-Il
    Liu, Binyuan
    Park, Dae-Won
    REACTION KINETICS MECHANISMS AND CATALYSIS, 2012, 106 (01) : 25 - 35
  • [8] Catalytic cycloaddition of CO2 to epoxides by the synergistic effect of acidity and alkalinity in a functionalized biochar
    Cheng, Bin-Hai
    Deng, Lin-Jie
    Jiang, Jun
    Jiang, Hong
    CHEMICAL ENGINEERING JOURNAL, 2022, 442
  • [9] Efficient cycloaddition of CO2 to epoxides using novel heterogeneous organocatalysts based on tetramethylguanidine-functionalized porous polyphenylenes
    Maya, Eva M.
    Rangel-Rangel, Elizabeth
    Diaz, Urbano
    Iglesias, Marta
    JOURNAL OF CO2 UTILIZATION, 2018, 25 : 170 - 179
  • [10] Carboxylic acid functionalized imidazolium-based ionic liquids: efficient catalysts for cycloaddition of CO2 and epoxides
    Lina Han
    Soo-Jin Choi
    Moon-Seok Park
    Seon-Myong Lee
    Yu-Jin Kim
    Moon-Il Kim
    Binyuan Liu
    Dae-Won Park
    Reaction Kinetics, Mechanisms and Catalysis, 2012, 106 : 25 - 35