Pd@Py2PZ@MSN as a Novel and Efficient Catalyst for C-C Bond Formation Reactions

被引:7
作者
Sayahi, Mohammad Hosein [1 ]
Toosibashi, Mansoureh [2 ]
Bahmaei, Mehdi [1 ]
Lijan, Hosein [2 ]
Ma'Mani, Leila [3 ]
Mahdavi, Mohammad [4 ]
Bahadorikhalili, Saeed [5 ]
机构
[1] Payame Noor Univ PNU, Dept Chem, Tehran, Iran
[2] Univ Tehran, Coll Sci, Sch Chem, Tehran, Iran
[3] Agr Res Educ & Extens Org AREEO, Agr Biotechnol Res Inst Iran ABRII, Dept Nanotechnol, Karaj, Iran
[4] Univ Tehran Med Sci, Endocrinol & Metab Clin Sci Inst, Endocrinol & Metab Res Ctr, Tehran, Iran
[5] Univ Rovira & Virgili, Dept Electron Engn, Tarragona, Spain
来源
FRONTIERS IN CHEMISTRY | 2022年 / 10卷
关键词
palladium catalyst; immobilized catalyst; mesoporous silica nanoparticles; Heck reaction; Suziki reaction; MESOPOROUS SILICA NANOPARTICLES; CROSS-COUPLING REACTIONS; HIGHLY-ACTIVE CATALYST; PALLADIUM CATALYST; REUSABLE CATALYST; HECK REACTION; MAGNETIC NANOPARTICLES; PD(0) NANOPARTICLES; GRAPHENE OXIDE; MIZOROKI-HECK;
D O I
10.3389/fchem.2022.838294
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this study, a novel catalyst is introduced based on the immobilization of palladium onto dipyrido (3,2-a:2 ',3 '-c) phenazine-modified mesoporous silica nanoparticles. The dipyrido (3,2-a:2 ',3 '-c) phenazine (Py(2)PZ) ligand is synthesized in a simple method from the reaction of 1,10-phenanthroline-5,6-dione and 3,4-diaminobenzoic acid as starting materials. The ligand is used to functionalize mesoporous silica nanoparticles (MSNs) and modify their surface chemistry for the immobilization of palladium. The palladium-immobilized dipyrido (3,2-a:2 ',3 '-c) phenazine-modified mesoporous silica nanoparticles (Pd@Py(2)PZ@MSNs) are synthesized and characterized by several characterization techniques, including TEM, SEM, FT-IR, TGA, ICP, XRD, and EDS analyses. After the careful characterization of Pd@Py(2)PZ@MSNs, the activity and efficiency of this catalyst is examined in carbon-carbon bond formation reactions. The results are advantageous in water and the products are obtained in high isolated yields. In addition, the catalyst showed very good reusability and did not show significant loss in activity after 10 sequential runs.
引用
收藏
页数:9
相关论文
共 50 条
  • [21] Pd-grafted porous metal-organic framework material as an efficient and reusable heterogeneous catalyst for C-C coupling reactions in water
    Roy, Anupam Singha
    Mondal, John
    Banerjee, Biplab
    Mondal, Paramita
    Bhaumik, Asim
    Islam, Sk. Manirul
    APPLIED CATALYSIS A-GENERAL, 2014, 469 : 320 - 327
  • [22] Tandem Pd-Catalyzed Double C-C Bond Formation: Effect of Water
    Chai, David I.
    Lautens, Mark
    JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (08) : 3054 - 3061
  • [23] Silica-coated magnetic nanoparticles functionalized cobalt complex: a recyclable and efficient catalyst for the C-C bond formation
    Haqjow, Hanif
    Raoufi, Farveh
    RESEARCH ON CHEMICAL INTERMEDIATES, 2021, 47 (10) : 4113 - 4128
  • [24] Pd catalysts supported on γ-Al2O3 immobilized with ionic liquids: an efficient and recyclable system for C-C bond formation
    Wang, Ya-Jie
    Li, Guo-Hua
    Wang, Xu
    Sun, Hong-Xin
    TRANSITION METAL CHEMISTRY, 2025,
  • [25] Structural and mechanistic studies of Pd-catalyzed C-C bond formation:: The case of carbonylation and Heck reaction
    Trzeciak, AM
    Ziólkowski, JJ
    COORDINATION CHEMISTRY REVIEWS, 2005, 249 (21-22) : 2308 - 2322
  • [26] Palladium Ion Catalysed Oxidative C-C Bond Formation Reactions in Arylboronic Acid: Application of Cordierite Monolith Coated Catalyst
    Bhat, Shrikanth K.
    Prasanna
    Dasappa, Jagadeesh Prasad
    Hegde, M. S.
    CATALYSIS LETTERS, 2020, 150 (10) : 2911 - 2927
  • [27] Shuttling Catalyst: Facilitating C-C Bond Formation via Cross-couplings with a Thermoresponsive Polymeric Ligand
    Wang, Erfei
    Zhang, Jiawei
    Zhong, Zhuoran
    Chen, Kaixuan
    Chen, Mao
    ISRAEL JOURNAL OF CHEMISTRY, 2020, 60 (3-4) : 419 - 423
  • [28] Iterative reactions of transient boronic acids enable sequential C-C bond formation
    Battilocchio, Claudio
    Feist, Florian
    Hafner, Andreas
    Simon, Meike
    Tran, Duc N.
    Allwood, Daniel M.
    Blakemore, David C.
    Ley, Steven V.
    NATURE CHEMISTRY, 2016, 8 (04) : 360 - 367
  • [29] C-C Bond Formation via C-H Bond Activation Using an in Situ-Generated Ruthenium Catalyst
    Martinez, Remi
    Simon, Marc-Olivier
    Chevalier, Reynald
    Pautigny, Cyrielle
    Genet, Jean-Pierre
    Darses, Sylvain
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (22) : 7887 - 7895
  • [30] Enantiodivergent Pd-catalyzed C-C bond formation enabled through ligand parameterization
    Zhao, Shibin
    Gensch, Tobias
    Murray, Benjamin
    Niemeyer, Zachary L.
    Sigman, Matthew S.
    Biscoe, Mark R.
    SCIENCE, 2018, 362 (6415) : 670 - +