LaMnO3 Supported Ionic Liquid; an Efficient Catalyst for One-Pot Three-Component Synthesis of Tetrahydrobenzo[b]Pyran Derivatives Under Solvent-Free Conditions

被引:9
作者
Saadati-Moshtaghin, Hamid Reza [1 ]
Abbasinohoji, Fahime [2 ]
机构
[1] Islamic Azad Univ, Islamshahr Branch, Young Researchers & Elite Club, Islamshahr 19166, Iran
[2] Semnan Univ, Dept Chem, Semnan, Iran
关键词
Lanthanum manganite; heteropoly acid; nanocatalyst; solvent-free conditions; tetrahydrobenzo[b]pyran; HETEROGENEOUS CATALYST; HETEROPOLY ACIDS; AROMATIC-AMINES; FATTY-ACID; NANOPARTICLES; SILICA; MCM-41; SALTS;
D O I
10.1080/10406638.2019.1596135
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new recyclable nanocatalyst consisting of heteropoly acid grafted on ionic liquid modified LaMnO3 nanoparticles was synthesized and accomplished as an efficient catalyst in condensation reaction for the preparation of tetrahydrobenzo[b]pyrans under solvent-free conditions. In addition, it was clarified that supported heteropoly acid (HPA) is the active site for the catalytic reaction, whereas the LaMnO3, ionic liquid functionalized lanthanum manganite nanoparticles are inactive. Different physicochemical methods such as Fourier transform infrared (FT-IR), X-ray powder diffraction (XRD), and field emission scanning electron microscopy (FESEM) were used to characterize the hybrid nanomaterial. The nanocatalyst reusability was affirmed by the use of five consecutive runs. Compared with the various previously reported catalyst, the new synthesized catalyst was found to be the most efficient with regard to reaction time, yield and ease of catalyst separation.
引用
收藏
页码:455 / 466
页数:12
相关论文
共 46 条
[1]   Keggin-type heteropoly compounds supported on montmorillonite clays offering strong option for efficient solid-phase microextraction coating [J].
Abolghasemi, Mir Mandi ;
Yousefi, Vahid ;
Rafiee, Ezzat .
JOURNAL OF CHROMATOGRAPHY A, 2014, 1327 :14-18
[2]   Enrichment of phenolic compounds from water samples by using magnetic Fe3O4 nanoparticles coated with a Keggin type heteropoly acid of type H6[BFe(OH2)W11O39] as a sorbent [J].
Amiri, Amirhassan ;
Zonoz, Farokhzad Mohammadi ;
Targhoo, Azadeh ;
Saadati-Moshtaghin, Hamid Reza .
MICROCHIMICA ACTA, 2017, 184 (04) :1093-1101
[3]   Preparation and characterization of magnetic Wells-Dawson heteropoly acid nanoparticles for magnetic solid-phase extraction of aromatic amines in water samples [J].
Amiri, Amirhassan ;
Saadati-Moshtaghin, Hamid Reza ;
Zonoz, Farokhzad Mohammadi ;
Targhoo, Azadeh .
JOURNAL OF CHROMATOGRAPHY A, 2017, 1483 :64-70
[4]   Heteropoly acid encapsulated into zeolite imidazolate framework (ZIF-67) cage as an efficient heterogeneous catalyst for Friedel-Crafts acylation [J].
Ammar, Muhammad ;
Jiang, Sai ;
Ji, Shengfu .
JOURNAL OF SOLID STATE CHEMISTRY, 2016, 233 :303-310
[5]   Synthesis and characterization of a new Keggin anion: [BeW12O40]6- [J].
Anyushin, Alexander V. ;
Smolentsev, Anton I. ;
Mainichev, Dmitry A. ;
Vicent, Cristian ;
Gushchin, Artem L. ;
Sokolov, Maxim N. ;
Fedin, Vladimir P. .
CHEMICAL COMMUNICATIONS, 2014, 50 (65) :9083-9085
[6]   Tetra-methyl ammonium hydroxide:: An efficient and versatile catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media [J].
Balalaie, Saeed ;
Sheikh-Ahmadi, Masoumeh ;
Bararjanian, Morteza .
CATALYSIS COMMUNICATIONS, 2007, 8 (11) :1724-1728
[7]   Molecular iodine: An efficient catalyst for the synthesis of tetrahydrobenzo[b]pyrans [J].
Bhosale, Rajesh S. ;
Magar, Chandrakant V. ;
Solanke, Kuldeep S. ;
Mane, Sandeep B. ;
Choudhary, Sunil S. ;
Pawar, Rajendra P. .
SYNTHETIC COMMUNICATIONS, 2007, 37 (22-24) :4353-4357
[8]   Cesium salts of tungsten-substituted molybdophosphoric acid immobilized onto platelet mesoporous silica: Efficient catalysts for oxidative desulfurization of dibenzothiophene [J].
Chamack, M. ;
Mahjoub, A. R. ;
Aghayan, H. .
CHEMICAL ENGINEERING JOURNAL, 2014, 255 :686-694
[9]   Clay (KSF and K10)-supported heteropoly acids: Friendly, efficient, reusable and heterogeneous catalysts for high yield synthesis of 1,5-benzodiazepine derivatives both in solution and under solvent-free conditions [J].
Fazaeli, Razieh ;
Aliyan, Hamid .
APPLIED CATALYSIS A-GENERAL, 2007, 331 (01) :78-83
[10]   A Heterogeneous catalyst for efficient and green synthesis of 2-arylbenzothiazoles and 2-arylbenzimidazoles [J].
Fazaeli, Razieh ;
Aliyan, Hamid .
APPLIED CATALYSIS A-GENERAL, 2009, 353 (01) :74-79