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

1)主体化合物的设计和开发。一些光学活性主体化合物衍生自天然手性源酒石酸。其中之一是酒石酸的酰胺衍生物。其它组化合物是由酒石酸的酯衍生物与苯基氯化镁的格氏反应制备的主体化合物。所有这些都表现出选择性包合能力。利用这些主体的不对称选择性包结能力，对一些新的主体化合物进行了拆分。例如外消旋的2，2 ′-二羟基-1，1 ′-联萘和10，10 ′-二羟基-9，9 ′-联菲可以通过光学活性酒石酸主体很容易地拆分。利用酒石酸衍生的基质，对以下化合物进行了有效的拆分。用该方法对双环烯酮、环酮、泛内酯、胺类化合物进行了拆分。许多出版物都报道了该决议的细节。利用光学活性的2，2 ′-二羟基-1，1 ′-联萘，可以有效地拆分N-氧化胺、亚砜、硒氧化物、胂氧化物、膦氧化物、次膦酸盐等。包结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。已经用这种方法进行了许多材料的分离。特别是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.