Metal-Organic Framework MIL-101-NH2-Supported Acetate-Based Butylimidazolium Ionic Liquid as a Highly Efficient Heterogeneous Catalyst for the Synthesis of 3-Aryl-2-oxazolidinones

被引：57
作者：
Chong, S. Y. [1 ]
Wang, T. T. [1 ]
Cheng, L. C. [2 ]
Lv, H. Y. [2 ]
Ji, M. [1 ]
机构：
[1] Dalian Univ Technol, Sch Chem, Fac Chem Environm & Biol Sci & Technol, Dalian 116023, Peoples R China
[2] Dalian Med Univ, Affiliat Hosp 2, Dept Pharm, Dalian 116027, Peoples R China
来源：
LANGMUIR | 2019年 / 35卷 / 02期
基金：
中国国家自然科学基金;
关键词：
CROSS-COUPLING REACTIONS; ONE-POT SYNTHESIS; N-ARYLOXAZOLIDINONES; PROPYLENE CARBONATE; AROMATIC-AMINES; C-N; OXAZOLIDINONES; CO2; EPOXIDES; CONDENSATION;
D O I：
10.1021/acs.langmuir.8b03153
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A novel heterogeneous catalyst, the ionic liquid (IL) of 1-butyl-3-methylimidazolium acetate (BmimOAc) immobilized on MIL-101-NH2, denoted as IL(OAc-)-MIL-101-NH2, was prepared by the "ship-in-a-bottle" strategy. The IL of BmimOAc was prepared in the MIL-101-NH2 nanocages primordially, in which the condensation product of MIL-101-NH2's amine group with 1,1'-carbonyldiimidazole (CDI) reacted with 1-bromo butane, and then the intermediate exchanged with potassium acetate. The structure and physicochemical properties of IL(OAc-)-MIL-101-NH2 were characterized by powder X-ray diffraction, scanning electron microscopy, Fourier transform infrared spectroscopy, DRS UV-vis, nitrogen adsorption-desorption, and elemental analysis. The results indicated that BmimOAc was anchored in the MIL-101-NH2 skeleton via the acylamino group and confined in the nanocages in the form of a single molecule. The composite material of IL(OAc-)-MIL-101-NH2 exhibited excellent catalytic activity and catalytically synthesized 3-aryl-2-oxazolone in an excellent yield of 92%. It can be reused up to six times without noteworthy loss of its activity and demonstrated distinct size-selective property for substrates. It was conjectured that the diffusion kinetics of reactants could be controlled by the aperture size of the metal-organic framework support.
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页码：495 / 503
页数：9
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