Synthesis Of Heterocyclic Trifluoro-methyl Selenide And Alkynyl Trifluoromethyl Selenide Compounds Promoted By Copper

The fluorine atom has a special atomic structure which is introduced to the organic compounds.These compounds will have some unique changes,for example,the physical,chemical properties,the biological activities and so on.The organic compounds with fluorine have made the applicational value of the parent compounds and got a great improvement in the fields of material,medicine,agrochemicals and so on.In the numerous of organic fluorine-containing compounds,the organic fluorides containing trifluoromethylthio group are getting more and more attention in recent years.It is well known that the trifluoromethylthio group and triflu-oromethylseleno group(-SeCF3)usually have similar beneficial effects although tri-fleoromethylseleno group(-SeCF3)containing a larger selenium atom.And we all known that the Se atom is one of the essential trace elements in the human.There are many relatively complete researches on trifluoromethylthio-containing functional groups organic fluorides have been developed.The synthesis method has not yet to be improved and improved to obtained the economical and efficient synthesis of organic fluorides containing trifluoromethylselenyl functional groups.In this thesis,a trifluoromethyl-selenyl-containing group was optimized by optimizing the various reaction conditions by simply operating the process and selecting the cheaper and more readily available raw materials as sources of organic fluorides for the synthesis of trifluoromethyl-selenyl functional groups.To the target organic molecules,the corresponding trifluoromethyl selenide compounds are synthesized.The thesis consists of two parts:Part ?:Using to a stirred acetonitrile solution was added CuI,Ses,KF and Me3SiCF3 which were simple,inexpensive and easily available starting materials at room temperature and then adding bidentate ligands(2,2'-dipyridyl)for coordination.We obtained the trifluoroselenyl copper[(bpy)Cu(SeCF3)]2 complex that existed stably in air.Then using the trifluoroselenyl copper[(bpy)Cu(SeCF3)]2 complex which have has been prepared added a kind of many aromatic heterocyclic bromine/iodium compounds to trifluoromethanese.They were all directly carried out at a temperature of 80? and the solvent was acetonitrile.By the Selenyl substituted reaction,we have had obtained the corre-sponding trifluoromethyl selenization products,the yield of this reaction up to 90%or more.At the same time,the reaction have had a single product,easying to separation and purification.This reaction had a higher tolerance to the substrate and has a good reactivity can be compatible with many different functional groups which are included cyano,halogen,methoxy groups and so on.At the same time,the application of this reaction was also achieved,and a good yield was also obtained to amplification.This method which contained the trifluoroselenyl functional groups has a very important research significance for synthesizing organic fluorides.Part ?:Using the synthesized complex[(bpy)Cu(SeCF3)]2,the reaction with(2,2'-dibromo/iodovinyl)benzene was continued.