Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (11): 3843-3852.DOI: 10.6023/cjoc202205008 Previous Articles     Next Articles

ARTICLES

AlCl3@MNPs催化硫杂Michael加成串联反应研究

应安国a, 白林盛a, 侯海亮b, 许松林b, 鲁小彤a, 王丽敏a,*()   

  1. a曲阜师范大学化学与化工学院 山东曲阜 273100
    b天津大学化工学院 天津 300072
  • 收稿日期:2022-05-05 修回日期:2022-06-10 发布日期:2022-07-05
  • 通讯作者: 王丽敏
  • 基金资助:
    国家自然科学基金(21978154)

Research on Thia-Michael Addition Tandem Reactions Catalyzed by AlCl3@MNPs

Anguo Yinga, Linsheng Baia, Hailiang Houb, Songlin Xub, Xiaotong Lua, Limin Wanga()   

  1. aCollege of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, Shandong 273100
    bSchool of Chemical Engineering and Technology, Tianjin University, Tianjin 300072
  • Received:2022-05-05 Revised:2022-06-10 Published:2022-07-05
  • Contact: Limin Wang
  • Supported by:
    National Natural Science Foundation of China(21978154)

Magnetic nanoparticles (MNPs), prepared by co-precipitation method, were coated using hydrolysis of tetraethyl orthosilicate (TEOS) under basic conditions. The core-shell structured supporters were further grafted by AlCl3 to obtain the finally catalyst AlCl3@MNPs, which was fully characterized by X-ray photoelectron spectroscopy (XPS), X-ray diffraction (XRD), transmission electron microscopy (TEM), scanning electron microscope (SEM) and vibrating sample magnetometer (VSM), indicating the successful immobilization of AlCl3 on the surface of the MNPs through coordination bond, and the magnetic nanoparticles supported aluminum chloride AlCl3@MNPs was used in the thia-Michael addition tandem reactions. The as-prepared catalyst AlCl3@MNPs promoted smoothly the reaction of amines, carbon disulfide and α,β-unsaturated carbonyl compounds to achieve good to excellent product yields of 59%~99%. Large surface area, excellent dispersion of catalyst in reaction solution and coordinative bond between AlCl3 and hydroxyl cluster in MNPs ensure the highly catalytic efficiency. In addition, AlCl3@MNPs can be readily recovered with external magnetic field and recycled for 10 times without significant loss of catalytic activity, demonstrating its advantage over the precursor AlCl3 and excellent potential in industrial application.

Key words: magnetic nanoparticles, thia-Michael addition, recyclability, green chemistry