click反应PPT学习教案

1、会计学1click反应反应2A Copper(I) Isonitrile Complex as a HeterogeneousCatalyst for Azide-Alkyne Cycloaddition in Water第1页/共22页31 Abstract2 Introduction3 Work4 ConclusionListList第2页/共22页41 Efficient, heterogeneous catalyst 2 Mild conditions in water3 Can be utilized in a three-component reaction4 Recyclabil

2、ity第3页/共22页5Introduction 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) )第4页/共22页6(2) MechanismJ. AM. CHEM. SOC. VOL. 127, NO. 1, 2005第5页/共22页72、De

3、velopment process（1）Reduction of Cu(II) salts or oxidation of Cu(0) metalJ. AM. CHEM. SOC. VOL. 127, NO. 1, 2005第6页/共22页8(2) Copper(I) iodide but employment of amines as additives Org. Lett., Vol. 5, No. 10, 2003第7页/共22页9(3) Cu(I) species supported by nitrogen, sulfur, NHC, and polydentate ligandsOr

4、g. Lett., Vol. 8, No. 8, 2006Angew. Chem. Int. Ed. 2006, 45, 8235 8238第8页/共22页10Disadvantage 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, 2007第9页/共22页11(4) New copper(I) catalyst 第10页/共22页12Table

5、 1. Solvent and Catalyst Optimization StudiesWork第11页/共22页13产率最高产率最高产率均较产率均较低低第12页/共22页14Table 2. CuAAC with Different Loading of Catalyst 2a最佳状态第13页/共22页15Table 3. Recyclability Experimentsa产率均很高产率均很高第14页/共22页16Table 4. Azide-Alkyne Cycloaddition Catalyzed with 2a第15页/共22页17最高最高第16页/共22页18最低最低 Havi

6、ng optimized the reaction conditions, catalyst 2 wasapplied to the cycloaddition reaction of electron-rich,electron-poor, hindered, and dialkynes at room temperaturein water第17页/共22页19Table 5. Azide-Alkyne Cycloaddition Catalyzed with 2aOrg. Lett., Vol. 6, No. 23, 2004第18页/共22页20最低最高 Catalyst 2 agai

7、n performed well in water to give the desired products (entries 1-11) in good to excellent isolated yields (84-97%).第19页/共22页21Conclusion1、The copper(I) isonitrile complex 2 was successfully synthesized and developed as a heterogeneous catalyst for the copper-catalyzed azide-alkyne cycloaddition und

8、er 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 ca