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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 6: 1760 - 1765

DOI: https://doi.org/10.6023/cjoc201912022

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

  • Ge Yanyu ,
  • Kong Jing ,
  • Yang Chenggen ,
  • Yang Qian ,
  • Zhang Xu
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  • a School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, Jiangsu 225002;
    b Jiangsu College of Tourism, Yangzhou, Jiangsu 225000

Received date: 2019-12-17

  Revised date: 2020-02-06

  Online 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).

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Abstract

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

Cite this article

Ge Yanyu , Kong Jing , Yang Chenggen , Yang Qian , Zhang Xu . Design and Synthesis of 1,2-Bis(4-(benzyloxy)phenyl)diselane: A Scavenger for Residual Copper[J]. Chinese Journal of Organic Chemistry, 2020 , 40(6) : 1760 -1765 . DOI: 10.6023/cjoc201912022

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