A new method for optical resolution of BINOL by molecular complexation with (S)-5-oxopyrrolidine-2-carboxanilide
文献类型:期刊论文
作者 | Du HF(杜海峰) ; Ji BM(吉保明) ; Wang Y(王洋) ; Sun J(孙杰) ; Meng JB(孟继本) ; Ding KL(丁奎岭) |
刊名 | Tetrahedron Lett.
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出版日期 | 2002 |
卷号 | 43期号:30页码:5273-5276 |
ISSN号 | 0040-4039 |
其他题名 | 用(S)-5-oxopyrrolidine-2-carboxanilide 作为拆分试剂通过分子络合进行的BINOL光学拆分新方法 |
通讯作者 | 丁奎岭 |
英文摘要 | A new method for optical resolution of racemic 1,1'-bi-2-naphthol(BINOL) has been developed through molecular complexation with a cheap and readily accessible (S)-5-oxopyrrolidine-2-carboxanilide, affording the enantioenriched BINOL in up to 70.4% ee and 74% yield. X-ray structural analysis of a molecular crystal formed between (R)-BINOL and (S)-5-oxopyrrolidine-2-carboxanilide indicates that the hydrogen bonding interactions between the carbonyl groups of amides and the hydroxyl groups of (R)-BINOL predominate in the molecular complex formaion. The chiral features of the amide and the complementary molecular packing in the crystal lattice control the stereochemistry of the guest in the molecular crystal. |
学科主题 | 有机化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1016/S0040-4039(02)01046-8 |
语种 | 英语 |
WOS记录号 | WOS:000176727200015 |
公开日期 | 2013-02-22 |
源URL | [http://202.127.28.38/handle/331003/17743] ![]() |
专题 | 上海有机化学研究所_金属有机化学国家重点实验室 |
推荐引用方式 GB/T 7714 | Du HF,Ji BM,Wang Y,et al. A new method for optical resolution of BINOL by molecular complexation with (S)-5-oxopyrrolidine-2-carboxanilide[J]. Tetrahedron Lett.,2002,43(30):5273-5276. |
APA | 杜海峰,吉保明,王洋,孙杰,孟继本,&丁奎岭.(2002).A new method for optical resolution of BINOL by molecular complexation with (S)-5-oxopyrrolidine-2-carboxanilide.Tetrahedron Lett.,43(30),5273-5276. |
MLA | 杜海峰,et al."A new method for optical resolution of BINOL by molecular complexation with (S)-5-oxopyrrolidine-2-carboxanilide".Tetrahedron Lett. 43.30(2002):5273-5276. |
入库方式: OAI收割
来源:上海有机化学研究所
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