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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)] as Highly Efficient Versatile Catalysts for C–C and C–N Bond Formation
Author(s) -
Wu Yunjun,
Wang Shaowu,
Zhang Lijun,
Yang Gaosheng,
Zhu Xiancui,
Zhou Zhihong,
Zhu Hong,
Wu Shihong
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200901015
Subject(s) - cyclopentadienyl complex , chemistry , catalysis , rare earth , metal , lanthanide , group 2 organometallic chemistry , medicinal chemistry , stereochemistry , organic chemistry , molecule , mineralogy , ion
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 > 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.