Urea-based amphiphilic porous organic polymer-supported palladium as a reusable catalyst for Suzuki-Miyaura coupling and hydroxycarbonylation reactions in water

被引:17
|
作者
Lei, Yizhu [1 ]
Lan, Guosong [1 ]
Zhu, Dajian [2 ]
Wang, Renshu [1 ]
Zhou, Xiao-Yu [1 ]
Li, Guangxing [2 ]
机构
[1] Liupanshui Normal Univ, Sch Chem & Mat Engn, Liupanshui 553004, Guizhou, Peoples R China
[2] Huazhong Univ Sci & Technol, Sch Chem & Chem Engn, Luoyu Rd 1037, Wuhan 430074, Hubei, Peoples R China
基金
中国国家自然科学基金;
关键词
amphiphilicity; carbonylation; palladium; porous organic polymer; water; HIGHLY EFFICIENT; HETEROGENEOUS CATALYSTS; RECYCLABLE CATALYST; ARYL HALIDES; AMINOCARBONYLATION; FRAMEWORK; COMPLEX; DESIGN; LIGAND; ACID;
D O I
10.1002/aoc.4421
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The development of environmentally friendly heterogeneous catalysts for organic reactions in water is becoming of growing importance for the development of sustainable processes. In this work, a porous organic polymer-supported palladium catalyst (Pd@UPOP-1) was successfully fabricated from 3,3-diaminobenzidine and methylenediphenyl diisocyanate through a facile urea-forming condensation reaction. The structure and composition of the catalyst were characterized using several physicochemical methods. Pd@UPOP-1 was found to possess good porous structure and excellent amphiphilicity. Under mild reaction conditions, the catalyst showed excellent catalytic activity and good substrate compatibility for the Suzuki-Miyaura coupling reaction of aryl bromides, as well as the hydroxycarbonylation reaction of aryl iodides. In addition, the catalyst could be used for several consecutive recycles in both cases.
引用
收藏
页数:9
相关论文
共 50 条
  • [21] Imidazolium supported palladium-chloroglycine complex: recyclable catalyst for Suzuki-Miyaura coupling reactions
    Karthikeyan, Parasuraman
    Vanitha, Arumugam
    Radhika, Pachaiappan
    Suresh, Kannan
    Sugumaran, Arunachalam
    TETRAHEDRON LETTERS, 2013, 54 (52) : 7193 - 7197
  • [22] Novel polymer-supported phosphine palladium catalyst: one-pot synthesis from and application in Suzuki-Miyaura coupling reaction
    Chen, Jian
    Zhang, Ju
    Zhu, Dajian
    Li, Tao
    JOURNAL OF POROUS MATERIALS, 2017, 24 (04) : 847 - 853
  • [23] Polymer supported palladium complex as a reusable catalyst for Suzuki coupling
    Renuka, M. K.
    Gayathri, V
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2018, 874 : 26 - 31
  • [24] Reusable Polymer-Supported Terpyridine Palladium Complex for Suzuki-Miyaura, Mizoroki-Heck, Sonogashira, and Tsuji-Trost Reaction in Water
    Suzuka, Toshimasa
    Kimura, Kosuke
    Nagamine, Takuya
    POLYMERS, 2011, 3 (01) : 621 - 639
  • [25] Microencapsulated palladium catalysts: Allylic substitution and Suzuki coupling using a recoverable and reusable polymer-supported palladium catalyst
    Akiyama, R
    Kobayashi, S
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2001, 40 (18) : 3469 - +
  • [26] Polymer-supported DABCO-palladium complex as a stable and reusable catalyst for room temperature Suzuki-Miyaura cross-couplings of aryl bromides
    Li, Jin-Heng
    Hu, Xi-Chao
    Me, Ye-Xiang
    TETRAHEDRON LETTERS, 2006, 47 (52) : 9239 - 9243
  • [27] An efficient and recyclable palygorskite-supported palladium catalyst for Suzuki-Miyaura coupling reactions in water at room-temperature
    Sun, Yuzhi
    Zhang, Penghui
    Liu, Yang
    Wu, Shang
    Yang, Quanlu
    REACTION KINETICS MECHANISMS AND CATALYSIS, 2024, 137 (01) : 163 - 176
  • [28] Suzuki-Miyaura coupling catalyzed by polymer-incarcerated palladium, a highly active, recoverable, and reusable Pd catalyst
    Okamoto, K
    Akiyama, R
    Kobayashi, S
    ORGANIC LETTERS, 2004, 6 (12) : 1987 - 1990
  • [29] Supported Palladium Nanoparticles Synthesized by Living Plants as a Catalyst for Suzuki-Miyaura Reactions
    Parker, Helen L.
    Rylott, Elizabeth L.
    Hunt, Andrew J.
    Dodson, Jennifer R.
    Taylor, Andrew F.
    Bruce, Neil C.
    Clark, James H.
    PLOS ONE, 2014, 9 (01):
  • [30] Silk-Fibroin-Supported Palladium Catalyst for Suzuki-Miyaura and Ullmann Coupling Reactions of Aryl Chlorides
    Rizzo, Giorgio
    Albano, Gianluigi
    Sibillano, Teresa
    Giannini, Cinzia
    Musio, Roberta
    Omenetto, Fiorenzo G.
    Farinola, Gianluca M.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 2022 (16)