有机化学 ›› 2016, Vol. 36 ›› Issue (1): 179-184.DOI: 10.6023/cjoc201507028 上一篇    下一篇

研究论文

磁性微孔聚1,1'-联二萘酚负载钯催化的Suzuki偶联反应

冯翠兰, 黑莉楹, 李珍, 刘澜涛   

  1. 商丘师范学院 商丘 476000
  • 收稿日期:2015-07-23 修回日期:2015-08-22 出版日期:2016-01-25 发布日期:2015-09-06
  • 通讯作者: 冯翠兰, 刘澜涛 E-mail:liult05@iccas.ac.cn
  • 基金资助:

    国家自然科学基金(Nos. 21102087, 21202095)资助项目.

Magnetic Microporous Organic Polymer of 1,1'-Bi-2-naphtholSupported Palladium for Suzuki Coupling Reactions

Feng Cuilan, Hei Liying, Li Zhen, Liu Lantao   

  1. College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000
  • Received:2015-07-23 Revised:2015-08-22 Online:2016-01-25 Published:2015-09-06
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21102087, 21202095).

为了解决均相钯催化剂难分离回收的问题, 通过两步反应合成了易磁分离回收的微孔聚1,1'-联二萘酚(BINOL)包覆磁性纳米Fe3O4负载钯催化剂Fe3O4@MOPB-Pd, 该催化剂可在空气氛围下高效催化不同卤代芳香烃与苯硼酸衍生物的Suzuki偶联反应. 反应结束后, 在外加磁场作用下, Fe3O4@MOPB-Pd可由反应体系中快速分离回收, 而且在碘苯与苯硼酸的Suzuki偶联反应中该负载钯催化剂循环使用到7次时, 依然保持高的催化活性.

关键词: 磁性纳米粒子, 负载钯催化剂, Suzuki偶联反应, 联二萘酚, 微孔聚合物

A recyclable palladium catalyst supported on magnetic microporous organic polymer (MOP) of 1,1'-bi-2-naphthol (Fe3O4@MOPB-Pd) was synthesized by two steps. After being charactered by transmission electron microscope (TEM), X-ray photoelectron spectroscopy (XPS), thermogravimetric analysis (TG) and vibrating sample magnetometer (VSM), the palladium catalyst was applied in Suzuki coupling reaction in air atmosphere. With 0.01 g of Fe3O4@MOPB-Pd (0.12 mol% Pd based on bromobenzene) as catalyst, 1.0 mmol of bromobenzene reacted with 1.1 equiv. phenylboronic acid at 60 ℃ for 3 h can give the product with 98% yield. In addition, Fe3O4@MOPB-Pd can be easily separated from reaction system in the presence of magnetic field and the 92% yield was achieved even being used at 7th time for the Suzuki coupling reaction of iodobenzene and phenylboronic acid.

Key words: magnetic nanoparticles, supported Pd catalyst, suzuki coupling reaction, BINOL, MOPs