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

1)主体化合物的设计与开发。一些光学活性主体化合物来源于天然的手性来源酒石酸。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的酯衍生物与苯基氯化镁发生格氏反应而得到的主体化合物。所有这些都显示出选择性的包合能力。利用这些主体的对映体选择性包合能力，拆分了一些新的主体化合物。例如，2，2‘-二羟基-1，1’-联萘和10，10‘-二羟基-9，9’-联苯很容易被光学活性酒石酸拆分。2)光学拆分和手性冻结。通过使用酒石酸衍生的主体，有效地拆分了以下化合物。用该方法拆分了双环酮、环酮、泛内酯、胺类化合物。该决议的细节已在许多出版物中报道。利用光学活性的2，2‘-二羟基-1，1’-联萘，有效地拆分了胺类N-氧化物、亚硫氧化物、硒氧化物、砷氧化物、膦氧化物、磷酸盐。3)物质分离。包合方法对于分离相同沸点或相近沸点的异构体非常有效。这是由于宿主对分子形状的识别。用这种方法对物质进行了多次分离。特别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.