Facile preparation of nanostructured Pd-Sch-δ-FeOOH particles: A highly effective and easily retrievable catalyst for aryl halide cyanation and p-nitrophenol reduction

被引:45
作者
Caliskan, Melike [1 ]
Baran, Talat [1 ]
Nasrollahzadeh, Mahmoud [2 ]
机构
[1] Aksaray Univ, Fac Sci & Letters, Dept Chem, TR-68100 Aksaray, Turkey
[2] Univ Qom, Fac Sci, Dept Chem, Qom 3716146611, Iran
关键词
delta-FeOOH; Nanocatalyst; Reduction; Aryl halide; p-Nitrophenol; EFFICIENT CATALYST; GREEN SYNTHESIS; POTASSIUM HEXACYANOFERRATE(II); SILVER NANOPARTICLES; RECYCLABLE CATALYST; C-C; PALLADIUM; NITROARENES; REMOVAL; FERRITE;
D O I
10.1016/j.jpcs.2021.109968
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Iron based compounds are good candidates as supports to immobilize different transition metals due to their eco-friendly nature, capability of facilitating chemical modifications, inexpensiveness, high stability and easy recoverability. In this study, palladium nanoparticles (Pd NPs) were successfully stabilized on designed Schiff base modified delta-FeOOH particles as a highly effective and readily recoverable heterogeneous catalyst (Pd-Sch-delta-FeOOH nanocatalyst). The catalyst was fabricated via a facile multi-step approach without utilizing any additional reducing agents. The Pd-Sch-delta-FeOOH was characterized by Fourier transforms infrared spectroscopy (FT-IR), X-ray diffraction (XRD), scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDS), transmission electron microscopy (TEM) and Brunauer-Emmett-Teller (BET). Characterization studies confirmed that the prepared small sized Pd NPs were spherically shaped and well dispersed on the surface of Schiff base modified delta-FeOOH. The catalytic efficiency of Pd-Sch-delta-FeOOH nanocatalyst was then tested in the preparation of benzonitriles through cyanation of aryl halides using K-4[Fe(CN)(6)] has been utilized as a cyanation agent and also reduction of p-nitrophenol (p-NP) using NaBH4 as the reducing agent. Benzonitriles were characterized using GC-MS. Catalytic studies showed that benzonitriles were obtained in good reaction yields in the presence of heterogeneous Pd-Sch-delta-FeOOH nanocatalyst (87-98%). It was found that Pd-Sch-delta-FeOOH was also a useful nanocatalyst for p-NP reduction at ambient temperature in eco-friendly media within 2 min. The reduction rate for p-NP with Pd-Sch-delta-FeOOH was measured via UV-Vis spectroscopy from 250 nm to 550 nm. Furthermore, Pd-Sch-delta-FeOOH nanocatalyst was able to remain active for six successive runs due to its recyclable/reusable nature.
引用
收藏
页数:9
相关论文
共 68 条
[1]   Soft Template Synthesis of Super Paramagnetic Fe3O4 Nanoparticles a Novel Technique [J].
Ahmad, Sharif ;
Riaz, Ufana ;
Kaushik, Ajeet ;
Alam, Javed .
JOURNAL OF INORGANIC AND ORGANOMETALLIC POLYMERS AND MATERIALS, 2009, 19 (03) :355-360
[2]   Recent developments and perspectives in palladium-catalyzed cyanation of aryl halides: synthesis of benzonitriles [J].
Anbarasan, Pazhamalai ;
Schareina, Thomas ;
Beller, Matthias .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) :5049-5067
[3]   PdxCuy decorate hypercrosslinked network: Synthesis and application as efficient catalysts for the reduction of 4-nitrophenol and Suzuki-Miyaura coupling reaction [J].
Bi, Jiajun ;
Dong, Yahao ;
Zhu, Dajian ;
Guo, Wen ;
Meng, Di ;
Li, Tao .
APPLIED SURFACE SCIENCE, 2019, 495
[4]   Physicochemical characterization of silylated functionalized materials [J].
Borrego, Tiago ;
Andrade, Marta ;
Pinto, Moises L. ;
Silva, Ana Rosa ;
Carvalho, Ana P. ;
Rocha, Joao ;
Freire, Cristina ;
Pires, Joao .
JOURNAL OF COLLOID AND INTERFACE SCIENCE, 2010, 344 (02) :603-610
[5]   Shape-dependent catalytic activity of copper oxide-supported Pd(0) nanoparticles for Suzuki and cyanation reactions [J].
Chattopadhyay, Kalicharan ;
Dey, Raju ;
Ranu, Brindaban C. .
TETRAHEDRON LETTERS, 2009, 50 (26) :3164-3167
[6]  
Collier S., CHEMINFORM, V36
[7]   Fast catalytic reduction of p-nitrophenol by Cu/HAP/ZnFe2O4 nanocomposite [J].
Das, Krishna Ch. ;
Dhar, Siddhartha S. .
MATERIALS SCIENCE AND ENGINEERING B-ADVANCED FUNCTIONAL SOLID-STATE MATERIALS, 2021, 263
[8]   Exploring the enhanced catalytic performance on nitro dyes via a novel template of flake-network Ni-Ti LDH/GO in-situ deposited with Ag3PO4 NPs [J].
Deng, Huizhen ;
Yin, Juanjuan ;
Ma, Jinming ;
Zhou, Jingxin ;
Zhang, Lexin ;
Gao, Lili ;
Jiao, Tifeng .
APPLIED SURFACE SCIENCE, 2021, 543
[9]   Arsenic removal from contaminated water by ultrafine δ-FeOOH adsorbents [J].
Faria, Marcia C. S. ;
Rosemberg, Renedy S. ;
Bomfeti, Cleide A. ;
Monteiro, Douglas S. ;
Barbosa, Fernando ;
Oliveira, Luiz C. A. ;
Rodriguez, Mariandry ;
Pereira, Marcio C. ;
Rodrigues, Jairo L. .
CHEMICAL ENGINEERING JOURNAL, 2014, 237 :47-54
[10]   Stable palladium nanoparticles catalyzed synthesis of benzonitriles using K4[Fe(CN)6] [J].
Ganapathy, Dhandapani ;
Kotha, Surya Srinivas ;
Sekar, Govindasamy .
TETRAHEDRON LETTERS, 2015, 56 (01) :175-178