Optical resolutions by inclusion complexation with a chiral host compound
Optical resolutions by inclusion complexation with a chiral host compound
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通过与手性主体化合物包合络合实现光学拆分
DOI：
10.1007/978-1-4020-2337-8_1
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发表时间：
2004
期刊：
影响因子：
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通讯作者：
F. Toda
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文献类型：
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作者：
F. Toda
当手性主体化合物选择性地含有一个外消旋客体化合物时，客体的光学拆分就可以实现。在这一章中，我们描述了通过与各种人工手性主体的络合来有效拆分外消旋化合物。本章描述的所有数据都是作者所在研究小组获得的数据。在大多数情况下，手性醇和苯酚衍生物被用作拆分的主体化合物。在这些情况下，客体分子通过与主体的羟基形成氢键而被容纳在络合物中。由于氢键不是很强，通过蒸馏、重结晶、层析或其他一些简单的步骤，可以很容易地从包合物中回收所包含的客体化合物。本章主要包括两个部分，1)人工手性主体化合物的制备，2)各种外消旋客体化合物的包合拆分，以及其他拆分方法和蒸馏拆分技术。最后介绍了联萘酚、联苯酚及其相关化合物的拆分研究进展。虽然X-射线结构分析已经详细地研究了包裹体晶体中主客体分子之间的精确手性识别机理，但由于本章涉及的是实际的光学拆分过程，因此本章没有给出这些X-射线结构。
When a chiral host compound includes one enantiomer of racemic guest compound selectively, optical resolution of the guest can be accomplished. In this f chapter, efficient resolutions of racemic compounds by the complexation with various artificial chiral hosts are described. All the data described in this chapter are those obtained in the author’s research group. In most cases, chiral alcohol and phenol derivatives are used as host compounds for the resolution. In these cases, guest molecules are accommodated in the complex by formation of hydrogen bond with the hydroxyl group of the host. Since the hydrogen bond is not very strong, the included guest compound can be recovered easily from the inclusion complex by distillation, recrystallization, chromatography or some other simple procedures. This chapter consists mainly of two sections, 1) preparation of artificial chiral host compounds and 2) optical resolution of various racemic guest compounds by inclusion complexation with these hosts.Some other resolutions by inclusion complexation with achiral host and by distillation technique are also described. In the last section, progress of the resolution of binaphthol, biphenols and related compounds is described. Although mechanism of the precise chiral recognition between host and guest molecules in their inclusion crystal has been studied in detail by X-ray structural analysis, these X-ray structures are not shown in this chapter, since this chapter deals with practical procedures of optical resolutions.
F.Toda，：“通过与光学活性主体包合络合对双环[2.2.1]庚酮、双环[2.2.2]辛酮和双环[3.2.1]辛酮衍生物进行光学拆分”J.Org.Chem.56。 7332-7335 (1991)
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