4.5 Article

Cyclopentadienyl-Free Rare-Earth Metal Amides [{(CH2SiMe2){(2,6-iPr(2)C(6)H(3))N}(2)}Ln{N(SiMe3)(2)}(THF)] as Highly Efficient Versatile Catalysts for C-C and C-N Bond Formation

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2010, Issue 2, Pages 326-332

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200901015

Keywords

Lanthanides; N,O ligands; Amides; Amidines

Funding

  1. National Natural Science Foundation of China [20672002, 20702001, 20832001]
  2. Anhui Province [TD200707, 2007Z016]

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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 [{(CH2SiMe2){(2,6-iPr(2)C(6)H(3))N}(2))Ln{N(SiMe3)(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 > 1 similar to 3 similar to 4 similar to 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.

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