Polymer Beads Decorated with Dendritic Systems as Supports for A3 Coupling Catalysts

被引:8
作者
Bukowska, Agnieszka [1 ]
Bester, Karol [1 ]
Pytel, Maciej [2 ]
Bukowski, Wiktor [1 ]
机构
[1] Rzeszow Univ Technol, Fac Chem, Powstancow Warszawy 12, PL-35959 Rzeszow, Poland
[2] Rzeszow Univ Technol, Fac Mech Engn & Aeronaut, Powstancow Warszawy 12, PL-35959 Rzeszow, Poland
关键词
Polymer gels; Polymer modification; Polymer supported copper catalysts; A(3) coupling; HETEROGENEOUS CATALYST; C-C; HETEROCYCLIC CHEMISTRY; GLYCIDYL METHACRYLATE; OXIDATIVE CYCLIZATION; SILVER NANOPARTICLES; ASSISTED SYNTHESIS; REUSABLE CATALYST; COPPER; EFFICIENT;
D O I
10.1007/s10562-020-03301-0
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 gel type microscopic polymer beads bearing epoxy functionalities were modified using the two-stage procedures in order to decorate their surface with the moieties of the zeroth order PAMAM type dendrimer and different heterocyclic aldehydes (2-pyridinecarboxaldehyde, 2-pyrrolidinecarboxaldehyde, furfural or 2-thiophenecarboxaldehyde). The polymeric supports provided in this manner were then used for the immobilization of copper(II) ions. The resulting materials were characterized using different instrumental techniques (optical microscopy, SEM, FTIR microscopy, DR UV-Vis, ICP-OES, and thermal analysis). They were also used as catalysts in the model A(3) coupling reaction of benzaldehyde, morpholine and phenylacetylene. The best catalytic activity was found for the polymeric catalyst bearing 2-pyridinecarboxaldehyde moieties. It turned out to be effective in the A(3) coupling reactions included different benzaldehyde, alkyne, and secondary amine derivatives, as well. It could also be recycled several times without a significant decrease in its activity in the model A(3) coupling reaction. [GRAPHICS] .
引用
收藏
页码:422 / 434
页数:13
相关论文
共 74 条
  • [1] Abelraheem EMM, 2018, DRUG DISCOV TODAY, V29, P11
  • [2] Materials Functionalization with Multicomponent Reactions: State of the Art
    Afshari, Ronak
    Shaabani, Ahmad
    [J]. ACS COMBINATORIAL SCIENCE, 2018, 20 (09) : 499 - 528
  • [3] Multicomponent Mannich reactions: General aspects, methodologies and applications
    Allochio Filho, Joao F.
    Lemos, Barbara C.
    de Souza, Acacio S.
    Pinheiro, Sergio
    Greco, Sandro J.
    [J]. TETRAHEDRON, 2017, 73 (50) : 6977 - 7004
  • [4] [Anonymous], 2020, Structure Determination of Organic Compounds Tables of Spectral Data, DOI DOI 10.1007/978-3-662-62439-5
  • [5] Review of nanomaterials as sorbents in solid-phase extraction for environmental samples
    Azzouz, Abdelmonaim
    Kailasa, Suresh Kumar
    Lee, Sang Soo
    Rascon, Andres J.
    Ballesteros, Evaristo
    Zhang, Ming
    Kim, Ki-Hyun
    [J]. TRAC-TRENDS IN ANALYTICAL CHEMISTRY, 2018, 108 : 347 - 369
  • [6] Novel (Hetero)arylalkenyl propargylamine compounds are protective in toxin-induced models of Parkinson's disease
    Baranyi, Maria
    Porceddu, Pier Francesca
    Goeloencser, Flora
    Kulcsar, Szabina
    Otrokocsi, Lilla
    Kittel, Agnes
    Pinna, Annalisa
    Frau, Lucia
    Huleatt, Paul B.
    Khoo, Mui-Ling
    Chai, Christina L. L.
    Dunkel, Petra
    Matyus, Peter
    Morelli, Micaela
    Sperlagh, Beata
    [J]. MOLECULAR NEURODEGENERATION, 2016, 11
  • [7] Propargylamine-derived multitarget-directed ligands: fighting Alzheimer's disease with monoamine oxidase inhibitors
    Bolea, Irene
    Gella, Alejandro
    Unzeta, Mercedes
    [J]. JOURNAL OF NEURAL TRANSMISSION, 2013, 120 (06) : 893 - 902
  • [8] Buchmeiser M.R., 2003, Polymeric materials in organic synthesis and catalysis
  • [9] Three-component terpolymers of glycidyl methacrylate with good swelliniz characteristics
    Bukowska, Agnieszka
    Bukowski, Wiktor
    Noworol, Jaroslaw
    [J]. JOURNAL OF APPLIED POLYMER SCIENCE, 2007, 106 (06) : 3800 - 3807
  • [10] Polymer supported copper(II) amine-imine complexes in the C-N and A3 coupling reactions
    Bukowska, Agnieszka
    Bukowski, Wiktor
    Bester, Karol
    Hus, Krzysztof
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2017, 31 (12)