Citation: 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 shu

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

Ge Yanyu ^a ,
Kong Jing ^b ,
Yang Chenggen ^a ,
Yang Qian ^a ,
Zhang Xu ^a,,

a.
School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, Jiangsu 225002
b.
Jiangsu College of Tourism, Yangzhou, Jiangsu 225000

Corresponding author: Zhang Xu, zhangxu@yzu.edu.cn
Received Date: 17 December 2019
Revised Date: 6 February 2020
Available Online: 11 March 2020
Fund Project: 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)

Figures(5)

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.
- selenium,
- organoselenium chemistry,
- diselenide,
- copper,
- heavy metal removing
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