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1、STUDIESONTHEHUISGENCLICKREAClloNANDITSAPPLICATIoNOFMAI，EIMIDE’SMODIFICATIoNADissertationSubmittedtotheGraduateSchoolofHenanNormalUniversityinPartialFulfillmentoftheRequirementsfortheDegreeofMasterofScienceByKongDuanyangS

2、upervisor：AssociateProfessorXuGuiqingAssociateProfessorJiangYuqinMay2014ABSTRACTCoppercatalyzedazidealkynecycloadditionreaction(Huisgenclickreaction)isoneofthemostimportantreactionsinorganicchemistrySinceSharplessandMeld

3、alindependentlydiscoveredthatcopper(I)catalystscouldfacilitatetheHuisgen’Sazidealkynecycloadditioninaregiospecificmannertogiveonly14一disubstitutedtriazoles，thecopper(1)catalyzedazideaⅡ()rIlecycloadditionreaction(Ihisgenc

4、lickreaction)haveattractedmuchattenfionduetotll打applicationsinthesynthesisofpharmaceuticals，agrochcrnicals，dyes，corrosioninlubitors，biochemicals，polymersandfunctionalmaterialsItwasofgreatsignificancetostudycatalystsystem

5、sandⅡl由applicationsThefollowingthreeaspectswerestudiedinthispaperWehavepresentedanovelandhighyieldingCu(OAc)2’H20／NH2NI12‘H20catalystsystem，whichcouldinsitugenerateCu20NPsandHOActocatalyzeHuisgenclickreactionsinwateratro

6、omtemperaturewithrelativelyshortreactiontimesSuchamethodisinteresting嬲itavoidsnotonlytheuseofstabilizers，additionalligandsandsupports，butalsotheproductionofharmfulsubstancesThereducedproductisprovedtobehollowsphericalCu2

7、0NPswithsizesof400500nrflTheinsitugeneratedHOAcplaysthreeimportantrolesinthereaction：(a)HOAcbreaksthecrystalslructureofCu20toallowtheformationofcopper(I)carboxylates，whicharehighlyefficientcatalystsfortheHuisgen—clickrea

8、ction；(b)A_cO。actsasabidentateligandcoordinatedtothecu(I)speciesofthemonomertopromotetheformationofdinuclearalkynylcopper(I)intermediate；(C)theacidityofHOAcisalsonecessaryfortheSuccessofthisconversion，whichithasallactive

9、effectonthecycloadditionandprotonationoftheCCubondAthermalpromoted，simpleandefficientprotocolfortheHuisgenclickreactionbyusingCuS04。5H20鵲thecatalystinwaterat100oCWasdevelopedThiscatalystsystemWashighlyefficientinlowloadi

10、ngwithoutanyadditivesorligandsTwomodelreactionswereselectedforinvestigatingtheeffectofCuS04’5H20ontheaccelerationandregioselectivityoftheIhisgenclickreactionTheprotocolWasprovedtobenotonlysuitableforthereactionsbetweenor

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