Cyclopentadienyl‐Free Rare‐Earth Metal Amides [{(CH<sub>2</sub>SiMe<sub>2</sub>){(2,6‐<i>i</i>Pr<sub>2</sub>C<sub>6</sub>H<sub>3</sub>)N}<sub>2</sub>}Ln{N(SiMe<sub>3</sub>)<sub>2</sub>}(THF)] as Highly Efficient Versatile Catalysts for C–C and C–N Bond Formation

Yunjun Wu, Shaowu Wang, Lijun Zhang, Gaosheng Yang, Xiancui Zhu, Zhihong Zhou, Hong Zhu, Shihong Wu

European Journal of Organic Chemistry · 2009 · 49 citations · 29 references

Concepts

Abstract

Abstract Efficient methods have been developed for the direct synthesis of amides from aldehydes and a straightforward route to propiolamidines using cyclopentadienyl‐free rare‐earth metal amides [{(CH 2 SiMe 2 ){(2,6‐ i Pr 2 C 6 H 3 )N} 2 }Ln{N(SiMe 3 ) 2 }(THF)] [Ln = Yb ( 1 ), Y ( 2 ), Dy ( 3 ), Sm ( 4 ), Nd ( 5 )] as versatile catalysts. The results indicate that in the direct synthesis of amides from aldehydes the catalysts have the activity order 2 &gt; 1 3 4 5 . These methods have the advantage of easy preparation of the catalysts, low catalyst loading, high conversion of substrates to products, mild reaction conditions, and compatibility with a wide range of substrates.

References

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