Cellulose/silica supported Schiff base Pd(II) catalyst for copper-free Sonogashira cross-coupling

被引:0
作者
Pharande, Pravin S. [1 ]
Mhaldar, Pradeep M. [2 ]
Patil, Mayuri V. [1 ]
Sonawane, Suraj A. [1 ]
Salunke, Shrikrishna T. [3 ]
Pore, Dattaprasad M. [1 ]
机构
[1] Shivaji Univ, Dept Chem, Kolhapur 416004, Maharashtra, India
[2] Shreemant Bhaiyyasaheb Rajemane Mahavidyalaya, Dept Chem, Satara 415509, Maharashtra, India
[3] Tuljaram Chaturchand Coll Baramati, Dept Chem, Baramati 413102, Maharashtra, India
关键词
Cellulose; Silica; Heterogeneous catalyst; Sonogashira coupling; Diaryl acetylene; HETEROGENEOUS CATALYST; PALLADIUM COMPLEX; ARYL IODIDES; C-C; PD; NANOPARTICLES; EFFICIENT; DERIVATIVES; CHEMISTRY; NICKEL;
D O I
10.1007/s11164-023-05186-1
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In present investigation, a cellulose/silica supported Schiff base Pd(II) catalyst, acronym as Cell/SiO2-Sal-Pd(II), has been designed and synthesized using cellulose as support. The catalyst was comprehensively characterized by advanced techniques such as FTIR, XRD, TGA, SEM, EDS, and BET/BJH. From the EDX analysis, the loading of palladium found to be 0.017 mol%. TEM analysis revealed similar to 70 nm particle size of the catalyst. The catalytic efficiency of Cell/SiO2-Sal-Pd(II) was thoroughly scrutinized in the context of the Sonogashira cross-coupling. Varity of functionalized diary acetylene derivatives have been achieved with admirable yields from coupling of aryl halides and phenyl acetylenes. The XRD, SEM and TGA analysis of recycled catalyst revealed remarkable catalytic activity. The proposed approach exhibits remarkable merits such as impressively low catalyst loading (0.009 mol%), elevated turnover numbers (up to 10,556), commendable turnover frequencies (up to 3519), exceptional thermal stability (up to 356.75 degrees C), high surface area (94.825 m(2)/g), superior catalyst reusability (up to 5 times) and the employment of an environmentally friendly aqueous acetonitrile solvent system.
引用
收藏
页码:551 / 573
页数:23
相关论文
共 78 条
  • [1] II- from ecological recycling of Pd to greener sonogashira cross-coupling reactions
    Adler, Pauline
    Dumas, Timothe
    Deyris, Pierre-Alexandre
    Petit, Eddy
    Diliberto, Sebastien
    Boulanger, Clotilde
    Grison, Claude
    [J]. JOURNAL OF CLEANER PRODUCTION, 2021, 293
  • [2] Assessing the environmental benefit of palladium-based single-atom heterogeneous catalysts for Sonogashira coupling
    Akl, D. Faust
    Poier, D.
    D'Angelo, S. C.
    Araujo, T. P.
    Tulus, V
    Safonova, O., V
    Mitchell, S.
    Marti, R.
    Guillen-Gosalbez, G.
    Perez-Ramirez, J.
    [J]. GREEN CHEMISTRY, 2022, 24 (18) : 6879 - 6888
  • [3] Pd/Cu-catalyzed sonogashira cross-coupling polycondensation: A promising approach for synthesizing conjugated polymers with useful applications
    Amna, Bibi
    Ozturk, Turan
    Ates, Ayse
    [J]. EUROPEAN POLYMER JOURNAL, 2023, 196
  • [4] Transition metal nanoparticles as nanocatalysts for Suzuki, Heck and Sonogashira cross-coupling reactions
    Ashraf, Muhammad
    Ahmad, Muhammad Sohail
    Inomata, Yusuke
    Ullah, Nisar
    Tahir, Muhammad Nawaz
    Kida, Tetsuya
    [J]. COORDINATION CHEMISTRY REVIEWS, 2023, 476
  • [5] Highly recoverable, reusable, cost-effective, and Schiff base functionalized pectin supported Pd(II) catalyst for microwave-accelerated Suzuki cross-coupling reactions
    Baran, Talat
    [J]. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2019, 127 : 232 - 239
  • [6] Pd supported on locust bean gum as reusable green catalyst for Heck and Sonogashira coupling reactions and 4-nitroaniline reduction under ultrasound irradiation
    Ben Romdhane, Rabeb
    Atoui, Dhieb
    Ketata, Nahed
    Dali, Souad
    Moussaoui, Younes
    Ben Salem, Ridha
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2022, 36 (11)
  • [7] Fabrication of ionic liquid-cellulose-silica hydrogels with appropriate thermal stability and good salt tolerance as potential drilling fluid
    Betiha, Mohamed A.
    Mohamed, Gehad G.
    Negm, Nabel A.
    Hussein, Modather F.
    Ahmed, Hany E.
    [J]. ARABIAN JOURNAL OF CHEMISTRY, 2020, 13 (07) : 6201 - 6220
  • [8] Beutler U, 1997, STUD SURF SCI CATAL, V108, P31
  • [9] Budarin VL, 2010, CURR ORG SYNTH, V7, P614
  • [10] Impact of Cross-Coupling Reactions in Drug Discovery and Development
    Buskes, Melissa J.
    Blanco, Maria-Jesus
    [J]. MOLECULES, 2020, 25 (15):