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Facile amidation of esters with aromatic amines promoted by lanthanide tris (amide) complexes |
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| Authors: | Zhao Li Chenjun Guo Jue Chen Yingming Yao Yunjie Luo |
| Institution: | 1. School of Material Science and Chemical Engineering, Ningbo University, Ningbo, 315211 P. R. China
College of Chemistry, Chemical Engineering & Materials Science, Soochow University, Suzhou, 215123 P. R. China;2. School of Material Science and Chemical Engineering, Ningbo University, Ningbo, 315211 P. R. China;3. School of Biological and Chemical Engineering, Ningbo Institute of Technology, Zhejiang University, Ningbo, 315100 P. R. China;4. College of Chemistry, Chemical Engineering & Materials Science, Soochow University, Suzhou, 215123 P. R. China |
| Abstract: | The development of catalysts capable of catalyzing amidation of esters with amines to construct amides under mild conditions is of great importance. Compared to aliphatic amines, the direct catalytic amidation of esters with less nucleophilic aromatic amines is rather difficult. Employing simple lanthanide tris (amide) complexes LnN (SiMe3)2]3(μ-Cl)Li (THF)3 as the catalysts, it was found a broad range of aromatic amines and esters were efficiently converted into various amides in good yields under mild conditions. A plausible mechanism for this transformation was experimentally supported as starting from an amide exchange reaction between the lanthanide tris (amide) complex and the substrate amine. |
| Keywords: | amidation aromatic amine ester lanthanide amide complex |