文献报告陈瑞希20131119092ACopper(I)IsonitrileComplexasaHeterogeneousCatalystforAzide-AlkyneCycloadditioninWater31Abstract2Introduction3Work4ConclusionList41Efficient,heterogeneouscatalyst2Mildconditionsinwater3Canbeutilizedinathree-componentreaction4Recyclability5Introduction1、MuchattentionhasbeenpaidtothedevelopmentforCuAACreactions(CuAAC:copper(I)-catalyzedHuisgen[3+2]dipolarcycloaddition)(1)Example(Azide-AlkyneCycloadditions)6(2)MechanismJ.AM.CHEM.SOC.VOL.127,NO.1,200572、Developmentprocess(1)ReductionofCu(II)saltsoroxidationofCu(0)metalJ.AM.CHEM.SOC.VOL.127,NO.1,20058(2)Copper(I)iodidebutemploymentofaminesasadditivesOrg.Lett.,Vol.5,No.10,20039(3)Cu(I)speciessupportedbynitrogen,sulfur,NHC,andpolydentateligandsOrg.Lett.,Vol.8,No.8,2006Angew.Chem.Int.Ed.2006,45,8235–823810Disadvantagea.Copper(I)catalystsarenotalwayseasilypreparedb.ReusabilityofcoppercatalystsfortheCuAACisscarcelystudied.Org.Lett.,Vol.9,No.5,200711(4)Newcopper(I)catalyst12Table1.SolventandCatalystOptimizationStudiesWork13产率最高产率均较低14Table2.CuAACwithDifferentLoadingofCatalyst2a最佳状态15Table3.RecyclabilityExperimentsa产率均很高16Table4.Azide-AlkyneCycloadditionCatalyzedwith2a17最高18最低Havingoptimizedthereactionconditions,catalyst2wasappliedtothecycloadditionreactionofelectron-rich,electron-poor,hindered,anddialkynesatroomtemperatureinwater19Table5.Azide-AlkyneCycloadditionCatalyzedwith2aOrg.Lett.,Vol.6,No.23,200420最低最高Catalyst2againperformedwellinwatertogivethedesiredproducts(entries1-11)ingoodtoexcellentisolatedyields(84-97%).21Conclusion1、Thecopper(I)isonitrilecomplex2wassuccessfullysynthesizedanddevelopedasaheterogeneouscatalystforthecopper-catalyzedazide-alkynecycloadditionundermildconditionsinwater.2、Thiscatalystshowsconsiderablesyntheticadvantagesintermsoffacileandsustainablereactionsetup(aerobicconditionsinwater,noadditivesarenecessary),widescope,andhighreactivity.3、Thecatalyst2isalsoefficientinthethree-component(alkylhalide,sodiumazide,andalkyne)azide-alkynecycloaddition.4、Furthermore,itcanbereadilyrecoveredbyfiltrationandrecycledforatleastfiverunswithoutsignificantlossofactivity.22