click-反应.ppt

文献报告文献报告陈瑞希陈瑞希201311190920131119091.A Copper(I)Isonitrile Complex as a HeterogeneousCatalyst for Azide-Alkyne Cycloaddition in Water2.1 Abstract2 Introduction3 Work4 ConclusionList3.1 Efficient,heterogeneous catalyst 2 Mild conditions in water3 Can be utilized in a three-component reaction4 Recyclability4.Introduction 1、Much attention has been paid to the development for CuAAC reactions (CuAAC:copper(I)-catalyzedHuisgen 32 dipolar cycloaddition)（1）Example(Azide-Alkyne CycloadditionsAzide-Alkyne Cycloadditions)5.(2)MechanismJ.AM.CHEM.SOC.VOL.127,NO.1,20056.2、Development process（1）Reduction of Cu(II)salts or oxidation of Cu(0)metalJ.AM.CHEM.SOC.VOL.127,NO.1,20057.(2)Copper(I)iodide but employment of amines as additives Org.Lett.,Vol.5,No.10,20038.(3)Cu(I)species supported by nitrogen,sulfur,NHC,and polydentate ligandsOrg.Lett.,Vol.8,No.8,2006Angew.Chem.Int.Ed.2006,45,8235 82389.Disadvantage a.Copper(I)catalysts are not always easily prepared b.Reusability of copper catalysts for the CuAAC is scarcely studied.Org.Lett.,Vol.9,No.5,200710.(4)New copper(I)catalyst 11.Table 1.Solvent and Catalyst Optimization StudiesWork12.产产率率最最高高产产率率均均较较低低13.Table 2.CuAAC with Different Loading of Catalyst 2a最佳状态14.Table 3.Recyclability Experimentsa产率均很高产率均很高15.Table 4.Azide-Alkyne Cycloaddition Catalyzed with 2a16.最高最高17.最低最低 Having optimized the reaction conditions,catalyst 2 wasapplied to the cycloaddition reaction of electron-rich,electron-poor,hindered,and dialkynes at room temperaturein water18.Table 5.Azide-Alkyne Cycloaddition Catalyzed with 2aOrg.Lett.,Vol.6,No.23,200419.最低最高 Catalyst 2 again performed well in water to give the desired products(entries 1-11)in good to excellent isolated yields(84-97%).20.Conclusion1、The copper(I)isonitrile complex 2 was successfully synthesized and developed as a heterogeneous catalyst for the copper-catalyzed azide-alkyne cycloaddition under mild conditions in water.2、This catalyst shows considerable synthetic advantages in terms of facile and sustainable reaction set up(aerobic conditions in water,no additives are necessary),wide scope,and high reactivity.3、The catalyst 2 is also efficient in the three-component(alkyl halide,sodium azide,and alkyne)azide-alkyne cycloaddition.4、Furthermore,it can be readily recovered by filtration and recycled for at least five runs without significant loss of activity.21.22.