Synthesis and Characterization of Ionic Liquid Supported on Fe3O4 Nanoparticles and a DFT Study of 1,3-Dipolar Cycloaddition for the Synthesis of Isoxazolidines in the Presence of Ionic Liquid-Fe3O4

被引:6
作者
Safaei-Ghomi, Javad [1 ]
Zahedi, Safura [1 ]
Basharnavaz, Hadi [2 ]
机构
[1] Univ Kashan, Fac Chem, Dept Organ Chem, Kashan 8731751167, Iran
[2] Univ Kashan, Fac Chem, Dept Phys Chem, Kashan, Iran
关键词
DFT study; Fe(3)O(4)nanoparticles; ionic liquid; isoxazolidines; MEDIA; NITRONES; SOLVENTS;
D O I
10.1080/10406638.2018.1462211
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A family of novel ionic liquid (IL) with L-alanine and choline chloride as environmentally benign materials has been synthesized and grafted on Fe(3)O(4)nanoparticles (NPs) using easy preparation techniques. The structure of IL supported on Fe(3)O(4)NPs (IL-Fe(3)O(4)NPs) is characterized by various techniques such as field emission scanning electron microscopy (FE-SEM), Energy Dispersive X-Ray (EDX), XRD, Nuclear Magnetic Resonance (NMR), Fourier Transform Infrared (FTIR), and vibrating sample magnetometry (VSM). A stereoselective synthesis of isoxazolidine derivatives in good yields, through a three-component 1,3-dipolar cycloaddition reaction using by IL-Fe(3)O(4)NPs, is reported. The use of IL-Fe(3)O(4)as a catalyst allowed us to prepare diastereoselective isoxazolidine derivatives. Conformational analysis compared with the(1)H NMR data of the products obtained allowed us to determine the absolute configuration. In this paper, the density functional theory (DFT) method with 6-311G (d,p) basis set is employed for solution phase (solvent = CHCl3) of the isoxazolidine derivatives.
引用
收藏
页码:574 / 584
页数:11
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