Trisguanidinate Lanthanide Complexes: Syntheses, Structures, and Catalytic Activity for Mild Amidation of Aldehydes with Amines

2009/05/20 by Cunwei Qian, Xingmin Zhang, Junmei Li +3
Biochemistry, Genetics and Molecular Biology · Chemistry · #Chemical Synthesis and Analysis #Asymmetric Hydrogenation and Catalysis #Synthetic Organic Chemistry Methods

paper · doi:10.1021/om900120v

Abstract

A series of new trisguanidinate lanthanide complexes including the first THF-solvated trisguanidinate lanthanum complexes were synthesized and fully characterized. The complexes were found to be efficient catalysts for amidation of aldehydes with amines under mild conditions with a wide scope of substrates including pyrrolidine, piperidine, and morpholine, and one of the intermediates for this process, lanthanum amido complex [( i PrN)CNH i Pr(NC 6 H 4 p -Cl)] 2 La(NHC 6 H 5 ) 2 ·C 7 H 8, was isolated.

Citations

• The coordination chemistry of guanidines and guanidinates

Related

• Bulky Amido Ligands in Rare Earth Chemistry — Syntheses, Structures, and Catalysis
• Lanthanide Triflate Catalyzed Imino Diels-Alder Reactions; Convenient Syntheses of Pyridine and Quinoline Derivatives
• Synergism between cyclopentadienyl and amidinate ligands affording anionic scandium terminal imido complexes
• Enantiopure Amidinate Complexes of the Rare-Earth Elements
• Base-Catalyzed, Three-Component Coupling of Aldehydes, Terminal Aryl Acetylenes, and Amines: Application to Synthesis of Propargylamines