Facile amidation of esters with aromatic amines promoted by lanthanide tris (amide) complexes. (29th January 2020)

• Record Type: Journal Article
• Authors: Li, Zhao; Guo, Chenjun; Chen, Jue; Yao, Yingming; Luo, Yunjie
• Is Part Of: Applied organometallic chemistry. Volume 34:Number 4(2020)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2020-01-29
• Subjects: amidation -- aromatic amine -- ester -- lanthanide amide complex; Organometallic chemistry -- Periodicals; Organometallic compounds -- Periodicals; 547.05
• DOI: 10.1002/aoc.5517
• Languages: English
• ISSNs: 0268-2605

Abstract

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 Ln[N (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. Abstract : Lanthanide tris (amide) complexes Ln[N (SiMe3 )2 ]3 ( μ ‐Cl)Li (THF)3 are capable of catalyzing the direct amidation of esters with less nucleophilic aromatic amines in good yields under mild conditions.