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学科主题: 有机化学
题名: Practical method and novel mechanism for optica; resolution of BINOL by molecular complexation with N-benzylcinchoninium chloride
其他题名: 通过氯化苄基辛可的分子进行的BINOL的实用光学拆分方法及其机理
作者: Wang Y(王洋) ; Sun J(孙杰) ; Ding KL(丁奎岭)
通讯作者: 丁奎岭
刊名: Tetrahedron
发表日期: 2000-01-01
卷: 56, 期:26, 页:4447-4451
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所; 郑州大学化学`系
英文摘要: A highly efficient and practical resolution of racemic 1,1'-bi-2-naphthol (BINOL) has been achieved through molecular complexation with N-benzylcinchoninium chloride, which can be readily prepared in 85% yield using an improved procedure through the reaction of cinchonine with benzyl chloride in dimethylformamide (DMF). It is found that the absolute configuration of BINOL included in the molecular crystals is R, which is the same as in the case of using N-benzylcinchonidinium chloride. This result is discussed in terms of molecular recognition in the solid state. X-Ray structural analysis of molecular crystal formed between (R)-BINOL and N-benzylcincho-nmium chloride indicates that the additive effect of the chiral features of the host, the interaction pattern between the functional groups of the host and guest, and the complementary molecular packing in the crystal lattice dominates the stereochemistry of the guest in the molecular crystal.
语种: 英语
相关网址: 查看原文
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/17707
Appears in Collections:金属有机化学国家重点实验室_期刊论文

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Recommended Citation:
Wang Y,Sun J,Ding KL. Practical method and novel mechanism for optica; resolution of BINOL by molecular complexation with N-benzylcinchoninium chloride[J]. Tetrahedron,2000,56(26):4447-4451.
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