Syntheses,Characterizations, and Reactivity of Two Cu(I)-Amido Complexes: Proposed Intermediate in Cu(I)-Catalyzed Goldberg Reaction |
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Authors: | X F Liu R F Li Xiaoyi Fu Hui Shen Mingyue wen X Feng |
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Institution: | 1.College of Chemistry and Chemical Engineering, and Henan Key Laboratory of Function-Oriented Porous Materials,Luoyang Normal University,Luoyang,P.R. China |
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Abstract: | Reactions between dichloro-bridged copper(I) complexes and amides with different carbonyl substituents (CF3, CH3, and Ph) were reported. Two neutral Cu(I)-amido complexes, Cu(Dppf)(MOAA)] (I) and Cu(Dppf)(MOTFAA)] (II) (Dppf = 1,1'-bis(diphenylphosphino)ferrocene, MOAA and MOTFAA = deprotonated N-(4-methoxyphenyl) acetamide and N-(4-methoxyphenyl) trifluoroacetamide, respectively), were synthesized in moderate to good yield and characterized by element analysis, 1H NMR and X-ray crystallography method (СIF file CCDC no. 1015222 (I)). The results showed that the production of Cu(I)- amido complxes were influenced by carbonyl substituent in the order of Ph > CF3 > CH3. The substituent effect also appeared in the N-arylation reactions of I and II with iodobenzene, which generated another copper(I) complex Cu(Dppf)I (III) and two amides products N-methyl-N-(4-methoxyphenyl) acetamide] (А) and N-methyl-N-(4-methoxyphenyl) trifluoroacetamide] (B) in different yield. The formation and transformation of the Cu(I)-amido complexes could indicate their dynamiccompetency as the intermediates of Goldberg reaction. |
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