摘要
通过Mitsunobu反应,以廉价易得的2,4,6-三溴苯酚和Boc-L-脯氨醇为反应原料,甲苯为反应溶剂,在三苯基膦和偶氮二甲酸二异丙酯作用下发生SN2取代反应,成功地合成了含手性醚化合物,产率为53%。利用核磁共振氢谱和傅立叶变换红外光谱对化合物的化学结构进行分析,利用圆二色谱对化合物的手性结构进行评价,证明所得化合物具有光学活性,为进一步制备手性分离材料提供了潜在的可能性。
In this research,a novel chiral ether monomer was prepared via Mitsunobu reaction using 2,4,6-tribromophenol and Boc-L-prolinol as raw materials to proceeded the SN2 substitution reaction in toluene solution.Considering the reactivity,PPh3 and DIAD were selected as catalyst to promote the reaction and the target product was obtained with a yield of 53%.Afterwards,the chemical and chiral structures of the chiral monomer was further confirmed by 1H-NMR,FTIR and CD spectra.Spectra analysis indicated that the obtained ether monomer possessed optical activity and it will provide a potential possibility for further preparation of chiral separation materials.
作者
范敏伊
藏雨
王建军
刘姣
徐亮
夏爽
杨成明
于洋洋
陈琰琳
FAN Min-yi;ZANG Yu;WANG Jian-jun;LIU Jiao;XU Liang;XIA Shuang;YANG Cheng-ming;YU Yang-yang;CHEN Yan-lin(College of Chemistry and Chemical Engineering,Qiqihar University,Heilongjiang Qiqihar 161006,China;Teaching Laboratory Equipment Research Division,Qiqihar University,Heilongjiang Qiqihar 161006,China)
出处
《齐齐哈尔大学学报(自然科学版)》
2024年第4期62-65,共4页
Journal of Qiqihar University(Natural Science Edition)
基金
国家自然科学基金面上项目(52173202)
黑龙江省自然科学基金优秀青年项目(YQ2022E043)
黑龙江省教育厅基本科研业务费(130212222031)。