Synthesis and characterization of trans-di(nitrobenzo)- and di(aminobenzo)-18-crown-6 derivatives with high selectivity

被引:9
作者
Wu, Dongyun [1 ]
Yi, Chunhai [1 ]
Zhang, Beibei [1 ]
Yang, Bolun [1 ]
机构
[1] Xi An Jiao Tong Univ, Sch Chem Engn & Technol, Shaanxi Key Lab Energy Chem Proc Intensificat, Xian 710049, Shaanxi, Peoples R China
基金
国家重点研发计划; 中国国家自然科学基金;
关键词
Catalytic hydrogenation; high selectivity; nitration reaction; trans-di(aminobenzo)-18-crown-6; trans-di(nitrobenzo)-18-crown-6; CYCLIC POLYETHERS; METAL-SALTS; SEPARATION; COMPLEXES; BINDING; ETHERS; PHASE;
D O I
10.1080/00397911.2017.1402350
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The dibenzo-18-crown-6 derivatives such as di(nitrobenzo)-18-crown-6 and di(aminobenzo)-18-crown-6 were synthesized by nitration reaction and catalytic hydrogenation with high selectivity. The chemical structures were determined by FTIR, H-1 NMR, C-13 NMR, and UV. Regarding the mixture of Ac2O and HNO3 as nitrating agent, the reaction exhibited commendable trans-isomer selectivity. Effects of nitrating agent ratio, reaction temperature and reaction time on yield of trans-di(nitrobenzo)-18-crown-6 were investigated. The yield of trans-di(nitrobenzo)-18-crown-6 was 62.9% for nitrating agent ratio of 1/1, reaction temperature of 50 degrees C and reaction time of 5h. Moreover, effect of reaction time on trans-di(aminobenzo)-18-crown-6 was also studied. [GRAPHICS] .
引用
收藏
页码:329 / 335
页数:7
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