Sonogashira coupling reactions with ligand-free heterogeneous nanoporous Pd catalyst

被引:1
作者
Zhang, Chuting [1 ]
Peng, Lijuan [1 ]
Song, Bohou [1 ]
Li, Zhiwen [1 ]
Cao, Xiaoqun [1 ]
机构
[1] Shandong First Med Univ & Shandong Acad Med Sci, Sch Chem & Pharmaceut Engn, Tai An 271016, Peoples R China
关键词
Nanoporous palladium; Sonogashira cross-coupling reaction; C-C bond; Aryl alkynes; PALLADIUM;
D O I
10.1016/j.inoche.2023.111471
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The Sonogashira coupling reaction is one of the most important protocols for the production of aryl alkynes. In order to solve the problems existing in Sonogashira cross-coupling reaction, according to the application of nanoporous palladium in Suzuki and Heck cross-coupling reactions, nanoporous palladium was used as the sustainable catalyst for the Sonogashira cross-coupling reaction. A sustainable catalyst system was tested and optimized without cuprous ion, phosphine ligand, or amine additives. Nanoporous palladium catalyst remained stable over five cycles without significant leaching or loss of catalytic activity, and the desired alkynes were obtained in high yields.
引用
收藏
页数:5
相关论文
共 50 条
  • [21] Discrimination between the Homogeneous and Heterogeneous Mechanisms of Catalysis in the Copper- and Ligand-Free Sonogashira Reaction Using Phase Trajectory Analysis
    Larina, E. V.
    Kurokhtina, A. A.
    Lagoda, N. A.
    Grigoryeva, T. A.
    Schmidt, A. F.
    KINETICS AND CATALYSIS, 2023, 64 (04) : 431 - 438
  • [22] Discrimination between the Homogeneous and Heterogeneous Mechanisms of Catalysis in the Copper- and Ligand-Free Sonogashira Reaction Using Phase Trajectory Analysis
    E. V. Larina
    A. A. Kurokhtina
    N. A. Lagoda
    T. A. Grigoryeva
    A. F. Schmidt
    Kinetics and Catalysis, 2023, 64 : 431 - 438
  • [23] Ni/PiNe Heterogeneous Catalyst from Biomass Waste: Low-Loading, Ligand-Free Suzuki-Miyaura Cross-Coupling
    Valentini, Federica
    Chen, Shaomin
    Brufani, Giulia
    Gu, Yanlong
    Vaccaro, Luigi
    CHEMSUSCHEM, 2024,
  • [24] Pd-grafted periodic mesoporous organosilica: an efficient heterogeneous catalyst for Hiyama and Sonogashira couplings, and cyanation reactions
    Modak, Arindam
    Mondal, John
    Bhaumik, Asim
    GREEN CHEMISTRY, 2012, 14 (10) : 2840 - 2855
  • [25] Ligand-Free Suzuki Cross-Coupling Reactions: Application to -Halo-,-Unsaturated Aldehydes
    Gogoi, Pranjal
    Bezboruah, Pranjal
    Boruah, Romesh C.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (23) : 5032 - 5035
  • [26] Pd/CuO nanoparticles as a highly effective catalyst for the cyanation of aryl halides under ligand-free conditions
    Nasrollahzadeh, Mahmoud
    TETRAHEDRON LETTERS, 2016, 57 (03) : 337 - 339
  • [27] Novel cyclodextrin-modified h-BN@Pd(II) nanomaterial: An efficient and recoverable catalyst for ligand-free C-C cross-coupling reactions in water
    Ma, Xiaojun
    Lv, Guanghui
    Cheng, Xu
    Li, Weijian
    Sang, Rui
    Zhang, Yong
    Wang, Qiantao
    Hai, Li
    Wu, Yong
    APPLIED ORGANOMETALLIC CHEMISTRY, 2017, 31 (12)
  • [28] Development of ligand-free Pd@TiO2 catalyst for efficient perfluoroalkylative carbonylation of terminal alkenes
    Yang, Heng
    Yang, Shuyu
    Xu, Tong
    Zhang, Guodong
    Wu, Xiao-Feng
    Chen, Feng
    JOURNAL OF CATALYSIS, 2024, 430
  • [29] Synthesis and characterization of Schiff base complex of Pd(II) supported on superparamagnetic Fe3O4@SiO2 nanoparticles and its application as an efficient copper- and phosphine ligand-free recyclable catalyst for Sonogashira-Hagihara coupling reactions
    Esmaeilpour, Mohsen
    Sardarian, Ali Reza
    Javidi, Jaber
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2014, 749 : 233 - 240
  • [30] Synthesis of Pharmacologically Relevant New Derivatives of Maleimides via Ligand-Free Pd-Catalyzed Suzuki–Miyaura Cross-Coupling Reactions
    Muhammad Sharif
    Julita Opalach
    Ralf Jackstell
    Anahit Pews-Davtyan
    Matthias Beller
    Arabian Journal for Science and Engineering, 2020, 45 : 4717 - 4725