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Updated: Aug 30, 2025

A Protocol for Safe Lithiation Reactions Using Organolithium Reagents
Published on: November 12, 2016
Synthesis and characterization of rare earth/lithium complexes stabilized by ethylenediamine-bridged bis(phenolate)
Nadia Ismaeel1, Zhixing Zhuo1, Sajid Imran1
1Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Dushu Lake Campus, Soochow University, Suzhou 215123, People's Republic of China. yuandan@suda.edu.cn.
Abstract:
Rare earth/lithium complexes stabilized by ethylenediamine-bridged bis(phenolate) ligands have been synthesized and characterized. In addition to five rare earth/lithium amides isolated as major complexes, two other rare earth/lithium complexes bearing two phenolate ligands were also isolated. The activities of rare earth/lithium amides in catalyzing the amidation of aldehydes and amines were studied, which revealed that the yttrium/lithium complex was highly active for a wide range of substrates, generating 58 examples of amides in 42-99% yields under mild conditions (i.e., room temperature, 3-hour reaction time, additive-free). More importantly, this is the first example of rare earth-based catalysts capable of catalyzing the amidation of primary aliphatic amines.
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