程芷琰,张海波,周晓海.化学通报,2022,85(5):630-633. |
臭氧氧化法合成全羟基葫芦[6]脲 |
Synthesis of Perhydroxycucurbit[6]uril by Ozone Oxidation |
投稿时间:2021-08-19 修订日期:2021-10-20 |
DOI: |
中文关键词: 臭氧氧化 葫芦脲 羟基葫芦脲 |
英文关键词:Cucurbituril, Ozone oxidation, Hydroxycucurbituril |
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中文摘要: |
葫芦脲(CB[n])的直接衍生化一直是一项难题。本文用臭氧氧化法将CB[6]衍生化,合成全羟基葫芦[6]脲((OH)12CB[6])。CB[6]与O3在20℃下反应 22h,生成(OH)12CB[6]的产率为44%,并探究了丙酮扩散法、柱层析法和DMSO提纯法三种去除无机盐的方法的可行性。臭氧由电解水制得,成本低,没有二次污染,且臭氧氧化能力强,在室温下即可氧化葫芦脲。本文为合成全羟基葫芦脲提供了新的方法。 |
英文摘要: |
Direct functionalization of cucurbituril (CB[n] ) has been a long standing dilemma due to its rigid structure, poor solubility and the limitation of only C-H bonds for activation. In this work, the perhydroxycucurbit[6]uril ( (OH)12CB[6] ) was successfully prepared by oxidizing CB[6] with O3. Reaction of CB[6] with O3 in sulfuricacid at 20℃ for 22h produced (OH) 12CB[6] with a yield of 44%. Three methods of purifying (OH)12CB[6] were investigated, including acetone diffusion, column chromatography and DMSO purification, and the best purifying way was to use the anhydrous DMSO. In this work, O3 was obtained simply and environmentally friendly by electrolysis of water, which is highly oxidizing and can oxidize CB[ 6] at room temperature. This work provides a new method for the synthesis of hydroxycucurbituril. |
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