Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (6): 1760-1765.DOI: 10.6023/cjoc201912022 Previous Articles     Next Articles


葛颜玉a, 孔晶b, 杨成根a, 杨倩a, 张旭a   

  1. a 扬州大学化学化工学院 江苏扬州 225002;
    b 江苏旅游职业学院 江苏扬州 225000
  • 收稿日期:2019-12-17 修回日期:2020-02-06 发布日期:2020-03-11
  • 通讯作者: 张旭
  • 基金资助:

Design and Synthesis of 1,2-Bis(4-(benzyloxy)phenyl)diselane: A Scavenger for Residual Copper

Ge Yanyua, Kong Jingb, Yang Chenggena, Yang Qiana, Zhang Xua   

  1. a School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, Jiangsu 225002;
    b Jiangsu College of Tourism, Yangzhou, Jiangsu 225000
  • Received:2019-12-17 Revised:2020-02-06 Published:2020-03-11
  • Supported by:
    Project supported by the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD) and the Top-notch Academic Programs Project of Jiangsu Higher Education Institutions (TAPP).

By introducing benzyloxy into the molecule, the as-prepared 1,2-bis(4-(benzyloxy)phenyl)diselane showed superior activity in copper pollutant elimination over simple diselenides in regardless of their electron-donating or electron-with-drawing substituents. The copper-adsorption process occurred smoothly at room temperature and could completely remove the Cu2+ ions within 4 h. The compound has been successfully employed in our Imatinib base synthetic project to reduce the catalytic Cu residue in product. By using only 1 mol% 1,2-bis(4-(benzyloxy)phenyl)diselane, the Cu residue in the produced Imatinib base could be depressed to be less than 10-7, showing good application potential of torganoselenium compound in pharmaceutical industry. A novel method for removing copper residue is reported and it may be applied in pharmaceutical industry owing to the safe and metabolizable features of selenium.

Key words: selenium, organoselenium chemistry, diselenide, copper, heavy metal removing