FDU-12@AGA-Pd: A green, novel, recyclable, and highly versatile mesoporous catalyst for C - C coupling reaction and synthesis of tetrazoles

被引:2
作者
Aghavandi, Hamid [1 ]
Ghorbani-Choghamarani, Arash [1 ]
机构
[1] Bu Ali Sina Univ, Fac Chem & Petr Sci, Dept Organ Chem, Hamadan 6517838683, Iran
关键词
1H-Tetrazole; FDU-12; Suzuki Reaction; Palladium; FUNCTIONALIZED FE3O4 NANOPARTICLES; SUZUKI-MIYAURA; SPECTRAL CHARACTERIZATION; COMPLEXES; EFFICIENT; LIGANDS; SBA-15; HYDRODESULFURIZATION; DINUCLEAR;
D O I
10.1016/j.jorganchem.2024.123209
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Herein, we present an efficient, novel nanocatalyst through the immobilization of AGA-Pd onto the inside of mesoporous silica FDU-12 channels that were successfully synthesized by a simple procedure. The catalytic activity of FDU-12@AGA-Pd was investigated for the synthesis of 1H-tetrazole derivatives and the Suzuki reaction. The synthesized compounds were identified and confirmed with the help of 1 H-NMR. In this research, the nanocatalyst was prepared by the immobilization of palladium into FDU-12 channels coated with 2-amino-5-guanidinovaleric acid (AGA). N 2 adsorption -desorption isotherms indicated excellent BET surface area for FDU-12 and FDU-12@AGA-Pd, which is 627.27 and 106.69 (m 2 /g), respectively. The physical and chemical properties of raw and modified samples (FDU-12, FDU-12@AGA-Pd) were characterized by Thermogravimetric analysis (TGA), N 2 adsorption -desorption analysis, Inductively coupled plasma optical emission spectroscopy (ICP-OES), transmission electron microscopy (TEM), scanning electron microscopy (SEM), energy -dispersive X-ray spectroscopy (EDX), Fourier transforms infrared spectroscopy (FT-IR), Mapping, and X-ray diffraction (XRD). The synthesized mesoporous nanocatalyst was recovered and reused in five continuous cycles without considerable change in its catalytic activity. Synopsis Our findings will help researchers and industrial factories to apply a green and sustainable mesoporous catalyst to produce a variety of valuable organic compounds and pharmaceutical products.
引用
收藏
页数:17
相关论文
共 35 条
[21]   Pd–ninhydrin immobilized on magnetic nanoparticles: synthesis, characterization, and application as a highly efficient and recoverable catalyst for Suzuki–Miyaura and Heck–Mizoroki C–C coupling reactions [J].
Maryam Hajjami ;
Zeinab Shirvandi .
Journal of the Iranian Chemical Society, 2020, 17 :1059-1072
[22]   Pd-imidate complexes as recyclable catalysts for the synthesis of C5-alkenylated pyrimidine nucleosides via Heck cross-coupling reaction [J].
Ardhapure, Ajaykumar V. ;
Sanghvi, Yogesh S. ;
Kapdi, Anant R. ;
Garcia, Joaquin ;
Sanchez, Gregorio ;
Lozano, Pedro ;
Luis Serrano, J. .
RSC ADVANCES, 2015, 5 (31) :24558-24563
[23]   Boehmite@SiO2@ Tris (hydroxymethyl)aminomethane-Cu(I): a novel, highly efficient and reusable nanocatalyst for the C-C bond formation and the synthesis of 5-substituted 1H-tetrazoles in green media [J].
Ghorbani-Choghamarani, Arash ;
Aghavandi, Hamid ;
Mohammadi, Masoud .
APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (10)
[24]   Benzophenone assisted UV-activated synthesis of unique Pd-nanodendrite embedded reduced graphene oxide nanocomposite: a catalyst for C-C coupling reaction and fuel cell [J].
Aditya, Teresa ;
Jana, Jayasmita ;
Panda, Sonali ;
Pal, Anjali ;
Pal, Tarasankar .
RSC ADVANCES, 2019, 9 (37) :21329-21343
[25]   Immobilized Pd on (S)-methyl histidinate-modified multi-walled carbon nanotubes: a powerful and recyclable catalyst for Mizoroki-Heck and Suzuki-Miyaura C-C cross-coupling reactions in green solvents and under mild conditions [J].
Hajipour, Abdol R. ;
Khorsandi, Zahra .
APPLIED ORGANOMETALLIC CHEMISTRY, 2016, 30 (05) :256-261
[26]   Highly active recyclable heterogeneous Pd/ZnO nanoparticle catalyst: sustainable developments for the C-O and C-N bond cross-coupling reactions of aryl halides under ligand-free conditions [J].
Hosseini-Sarvari, Mona ;
Razmi, Zahra .
RSC ADVANCES, 2014, 4 (83) :44105-44116
[27]   Pd-ninhydrin immobilized on magnetic nanoparticles: synthesis, characterization, and application as a highly efficient and recoverable catalyst for Suzuki-Miyaura and Heck-Mizoroki C-C coupling reactions [J].
Hajjami, Maryam ;
Shirvandi, Zeinab .
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2020, 17 (05) :1059-1072
[28]   Cu (II) and Cd (II) anchored functionalized mesoporous SBA-15 as novel, highly efficient and recoverable heterogeneous catalysts for green oxidative coupling of thiols and C-S cross-coupling reaction of aryl halides [J].
Molaei, Somayeh ;
Tamoradi, Taiebeh ;
Ghadermazi, Mohammad ;
Ghorbani-Choghamarani, Arash .
POLYHEDRON, 2018, 156 :35-47
[29]   Synthesis and characterization of Pd(II)-vitamin B6 complex supported on magnetic nanoparticle as an efficient and recyclable catalyst system for C-N cross coupling of amides in deep eutectic solvents [J].
Bagheri, Sepideh ;
Pazoki, Farzane ;
Esfandiary, Naghmeh ;
Fadaei, Mohammad Mahdi ;
Heydari, Akbar .
APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (08)
[30]   Cu-Grafted Functionalized Mesoporous SBA-15: A Novel Heterogeneous Catalyst for Facile One-Pot Three-Component C-S Cross-Coupling Reaction of Aryl Halides in Water [J].
Mondal, John ;
Borah, Parijat ;
Modak, Arindam ;
Zhao, Yanli ;
Bhaumik, Asim .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2014, 18 (01) :257-265