A new method for optical resolution of BINOL by molecular complexation with (S)-5-oxopyrrolidine-2-carboxanilide

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	A new method for optical resolution of BINOL by molecular complexation with (S)-5-oxopyrrolidine-2-carboxanilide
	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.
	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
内容类型	期刊论文
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.