Water-Dispersible, Magnetically Recyclable Heterogeneous Cobalt Catalyst for C-C and C-N Cross-Coupling Reactions in Aqueous Media

被引:1
作者
Sheikh, Safoora [1 ,2 ]
Bhattacharyya, Aditya [2 ]
Henriquez, Marco A. [2 ]
Nasseri, Mohammad Ali [1 ]
Chahkandi, Mohammad [3 ]
Allahresani, Ali [1 ]
Reiser, Oliver [2 ]
机构
[1] Univ Birjand, Dept Chem, Birjand 97175615, Iran
[2] Univ Regensburg, Inst Organ Chem, D-93053 Regensburg, Germany
[3] Hakim Sabzevari Univ, Dept Chem, Sabzevar 9617976487, Iran
关键词
SUZUKI-MIYAURA; GAMMA-FE2O3; NANOPARTICLES; PALLADIUM; COMPLEX; LIGAND; HYDROGENATION; NANOCATALYST; ALKYNES; ESTERS; MILD;
D O I
10.1021/acsomega.3c10462
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A cobalt catalyst supported on an iron oxide core, denoted as gamma-Fe2O3@PEG@THMAM-Co, has been prepared and characterized by Fourier transform infrared spectroscopy, X-ray diffraction, field emission scanning electron microscopy, transmission electron microscopy, energy-dispersive X-ray mapping, thermogravimetry differential thermogravimetry, vibrating sample magnetometry, and inductively coupled plasma. Polyhydroxy end groups in the shell make the catalyst particles dispersible in water, allowing Hiyama, Suzuki, and C-N cross-coupling reactions of aryl iodides and bromides. The catalyst could be recovered by magnetic decantation and reused for at least five successive runs with a negligent decrease in its activity or changes in its morphology. Water as a solvent without requiring additives, surfactants, or organic co-solvents, as well as an abundant and low-cost cobalt catalyst combined with facile recovery, low leaching, and scalability, provides an environmentally and economically attractive alternative to established palladium-catalyzed C-C and C-N coupling reactions.
引用
收藏
页码:31393 / 31400
页数:8
相关论文
共 46 条
[1]   Use of "homeopathic" ligand-free palladium as catalyst for aryl-aryl coupling reactions [J].
Alimardanov, A ;
de Vondervoort, LSV ;
de Vries, AHM ;
de Vries, JG .
ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (13-15) :1812-1817
[2]   Design of highly robust halloysite nanoclay supported palladium complex as a highly active heterogeneous catalyst for construction of biaryls [J].
Baran, Nuray Yilmaz ;
Baran, Talat ;
Mentes, Ayfer .
APPLIED CLAY SCIENCE, 2019, 181
[3]   Cobalt-Catalyzed Cross-Coupling Reactions [J].
Cahiez, Gerard ;
Moyeux, Alban .
CHEMICAL REVIEWS, 2010, 110 (03) :1435-1462
[4]   Highly selective Suzuki reaction catalysed by a molecular Pd-P-MOF catalyst under mild conditions: role of ligands and palladium speciation [J].
Cartagenova, Daniele ;
Bachmann, Stephan ;
Puntener, Kurt ;
Scalone, Michelangelo ;
Newton, Mark A. ;
Esteves, Fabio A. Peixoto ;
Rohrbach, Thomas ;
Zimmermann, Patrik P. ;
van Bokhoven, Jeroen A. ;
Ranocchiari, Marco .
CATALYSIS SCIENCE & TECHNOLOGY, 2022, 12 (03) :954-961
[5]   Zeolite-encapsulated Ru(III) tetrahydro-Schiff base complex: An efficient heterogeneous catalyst for the hydrogenation of benzene under mild conditions [J].
Chen, Ping ;
Fan, Binbin ;
Song, Minggang ;
Jin, Chun ;
Ma, Jinghong ;
Li, Ruifeng .
CATALYSIS COMMUNICATIONS, 2006, 7 (12) :969-973
[6]   Synthesis of maghemite (γ-Fe2O3) nanoparticles by wet chemical method at room temperature [J].
Darezereshki, Esmaeel .
MATERIALS LETTERS, 2010, 64 (13) :1471-1472
[7]  
Deraedt C, 2013, CHEM COMMUN, V49, P8169, DOI 10.1039/c3cc45132a
[8]   Homeopathic catalytic activity and atom-leaching mechanism in Miyaura-Suzuki reactions under ambient conditions with precise dendrimer-stabilized Pd nanoparticles [J].
Diallo, Abdou Khadri ;
Ornelas, Catia ;
Salmon, Lionel ;
Aranzaes, Jaime Ruiz ;
Astruc, Didier .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (45) :8644-8648
[9]   Cobalt-Catalyzed Cross-Coupling Reactions of Arylboronic Esters and Aryl Halides [J].
Duong, Hung A. ;
Wu, Wenqin ;
Teo, Yu-Yuan .
ORGANOMETALLICS, 2017, 36 (22) :4363-4366
[10]   Synthesis and Application of Magnetic Noyori-Type Ruthenium Catalysts for Asymmetric Transfer Hydrogenation Reactions in Water [J].
Eichenseer, Gorilla M. ;
Kastl, Benjamin ;
Pericas, Miguel A. ;
Hanson, Paul R. ;
Reiser, Oliver .
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2016, 4 (05) :2698-2705