Magnetic iron oxide/phenylsulfonic acid: A novel, efficient and recoverable nanocatalyst for green synthesis of tetrahydrobenzo[b] pyrans under ultrasonic conditions

被引:68
作者
Elhamifar, Dawood [1 ]
Ramazani, Zahra [1 ]
Norouzi, Meysam [1 ]
Mirbagheri, Reza [1 ]
机构
[1] Univ Yasuj, Dept Chem, Yasuj 7591874831, Iran
基金
美国国家科学基金会;
关键词
Magnetic nanoparticles; Phenylsulfonic acid; Tetrahydrobenzo[b]pyrans; Ultrasonic conditions; Green synthesis; ONE-POT SYNTHESIS; PERIODIC MESOPOROUS ORGANOSILICA; IONIC-LIQUID FRAMEWORK; SULFONIC-ACID; N-ISOCYANIMINOTRIPHENYLPHOSPHORANE; TRANSFER HYDROGENATION; REUSABLE NANOCATALYST; FERRITE NANOPARTICLES; 4-COMPONENT SYNTHESIS; 3-COMPONENT REACTION;
D O I
10.1016/j.jcis.2017.10.013
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A novel magnetic iron oxide supported phenylsulfonic acid (Fe3O4@Ph-SO3H) with core-shell structure is prepared, characterized and applied as efficient nanocatalyst for green synthesis of tetrahydrobenzo[b] pyrans. The Fe3O4@Ph-SO3H was prepared via modification of magnetic iron oxide cores with 1,4-bis (triethoxysilyl)benzene (BTEB) followed by sulfonation of aromatic rings. The Fe3O4@Ph-SO3H was characterized using FTIR, TGA, PXRD, SEM, TEM, VSM and EDX techniques. This was effectively applied for synthesis of tetrahydrobenzo[b]pyrans in water as green solvent at room temperature under ultrasonic conditions. The products were obtained in high to excellent yields at short times. The recoverability, reusability and durability of this nanocatalyst were studied under applied reaction conditions. (C) 2017 Elsevier Inc. All rights reserved.
引用
收藏
页码:392 / 401
页数:10
相关论文
共 92 条
[21]   Palladium-Containing Ionic Liquid-Based Ordered Mesoporous Organosilica: An Efficient and Reusable Catalyst for the Heck Reaction [J].
Elhamifar, Dawood ;
Karimi, Babak ;
Rastegar, Javad ;
Banakar, Mohammad Hossain .
CHEMCATCHEM, 2013, 5 (08) :2418-2424
[22]   Sulfonated Core-Shell Magnetic Nanoparticle (Fe3O4@SiO2@PrSO3H) as a Highly Active and Durable Protonic Acid Catalyst; Synthesis of Coumarin Derivatives through Pechmann Reaction [J].
Esfahani, Farhad Kabiri ;
Zareyee, Daryoush ;
Yousefi, Reza .
CHEMCATCHEM, 2014, 6 (12) :3333-3337
[23]   One-pot synthesis of 1-and 5-substituted 1H-tetrazoles using 1,4-dihydroxyanthraquinone-copper(II) supported on superparamagnetic Fe3O4@SiO2 magnetic porous nanospheres as a recyclable catalyst [J].
Esmaeilpour, Mohsen ;
Javidi, Jaber ;
Zahmatkesh, Saeed .
APPLIED ORGANOMETALLIC CHEMISTRY, 2016, 30 (11) :897-904
[24]   Thermal behaviour, sulfonation and catalytic activity of phenylene-bridged periodic mesoporous organosilicas [J].
Esquivel, Dolores ;
Jimenez-Sanchidrian, Cesar ;
Romero-Salguero, Francisco J. .
JOURNAL OF MATERIALS CHEMISTRY, 2011, 21 (03) :724-733
[25]   Green synthesis of zinc oxide nanoparticles using arabic gum and photocatalytic degradation of direct blue 129 dye under visible light [J].
Fardood, Saeid Taghavi ;
Ramazani, Ali ;
Moradi, Sajjad ;
Asiabi, Pegah Azimzadeh .
JOURNAL OF MATERIALS SCIENCE-MATERIALS IN ELECTRONICS, 2017, 28 (18) :13596-13601
[26]   Green synthesis using tragacanth gum and characterization of Ni-Cu-Zn ferrite nanoparticles as a magnetically separable photocatalyst for organic dyes degradation from aqueous solution under visible light [J].
Fardood, Saeid Taghavi ;
Atrak, Kobra ;
Ramazani, Ali .
JOURNAL OF MATERIALS SCIENCE-MATERIALS IN ELECTRONICS, 2017, 28 (14) :10739-10746
[27]   Green synthesis of Ni-Cu-Mg ferrite nanoparticles using tragacanth gum and their use as an efficient catalyst for the synthesis of polyhydroquinoline derivatives [J].
Fardood, Saeid Taghavi ;
Ramazani, Ali ;
Moradi, Sajjad .
JOURNAL OF SOL-GEL SCIENCE AND TECHNOLOGY, 2017, 82 (02) :432-439
[28]   Green Synthesis and Characterization of Copper Oxide Nanoparticles Using Coffee Powder Extract [J].
Fardood, Saeid Taghavi ;
Ramazani, Ali .
JOURNAL OF NANOSTRUCTURES, 2016, 6 (02) :167-171
[29]   Electrogenerated base-promoted synthesis of tetrahydrobenzo[b]pyran derivatives [J].
Fotouhi, Lida ;
Heravi, Majid M. ;
Fatehi, Azadeh ;
Bakhtiari, Khadijeh .
TETRAHEDRON LETTERS, 2007, 48 (31) :5379-5381
[30]   Core-shell nanoparticles: synthesis and applications in catalysis and electrocatalysis [J].
Gawande, Manoj B. ;
Goswami, Anandarup ;
Asefa, Tewodros ;
Guo, Huizhang ;
Biradar, Ankush V. ;
Peng, Dong-Liang ;
Zboril, Radek ;
Varma, Rajender S. .
CHEMICAL SOCIETY REVIEWS, 2015, 44 (21) :7540-7590