DEVELOPMENT OF SEPARATION AND OPTICAL RESOLUTION METHOD OF MATERIALS BY USING INCLUSION COMPOUND

1)宿主化合物的设计与开发。一些具有光学活性的宿主化合物是由天然手性源酒石酸衍生而来。其中之一是酒石酸的酰胺衍生物。其他基团的化合物是酒石酸酯衍生物与苯基氯化镁通过格氏反应制备的主体化合物。所有这些都表现出选择性包容能力。利用这些寄主的对映选择性包合能力，可以分离出一些新的寄主化合物。例如，外消旋的2,2′-二羟基- 1,1′-联萘基和10,10′-二羟基-9,9′-联苯基很容易被旋光性酒石酸宿主分解。2)光学分辨率和手性冻结。利用酒石酸衍生的寄主，有效地分离了下列化合物。双环烯酮、环酮、环内酯、胺类化合物均用此法分离得到。许多出版物都报道了该决议的细节。利用具有光学活性的2,2′-二羟基-1,1′联萘，对氨基n -氧化物、亚砜、硒氧化物、砷氧化物、膦氧化物、膦酸盐进行了高效的溶解。3)物料分离。包合法对于沸点相同或相近的异构体的分离是非常有效的。这是由于宿主对分子形状的识别。用这种方法进行了许多材料的分离。重点对萘衍生物的分离进行了详细的研究。

1) Design and development of host compounds. Some optically active host compounds were derived from natural chiral source, tartaric acid. One of these is the amide derivative of tartaric acid. Compounds of other group are the host compounds which prepared by Grignard reaction of a ester derivative of tartaric acid with phenylmagnesium chloride. All of those showed a selective inclusion ability. By using the enantioselective inclusion ability of these hosts, some new other host compounds were resolved. For example, racemic 2,2'-dihydroxy- 1,1'-binaphthyl and 10,10'-dihydroxy-9,9'-biphenanthryl were resolved easily by optically active tartaric acid host.2) Optical resolution and freezing of chirality. By using the hosts which derived from tartaric acid, following compounds were resolved efficiently. Bicyclic eneones, cyclic ketones, pantolactone, amines were resolved by this method. Details of the resolution have been reported in many publications. By using the optically active 2,2'-dihydroxy-1,1'binaphthyl, amine N-oxides, sulphoxides, selenoxides, arsine oxides, phosphine oxides, phosphinates were resolved efficiently.3) Separation of materials. The inclusion method is very effective for a separation of isomers of the same or close boiling point. This is due to a recognition of molecular shape by the host. Many separations of material by this method have been carried out. Especially, separation of naphthalene derivatives were studied in detail.