title: Amide bond cleavage initiated by coordination with transition metal ions and tuned by an auxiliary ligand.
abstract: The reaction of ligand , N,N-bis(pyridin-2-ylmethyl)acetamide, with five transition metal salts, FeCl3·6H2O, CuCl2·2H2O, Cu(ClO4)2·6H2O, ZnCl2 and K2PtCl4/KI, produced five metal complexes, [(μ-O)(FeClL')(FeCl3)] (), [CuLCl2] (), [CuBPA(ClO4)(CHCN)] ClO4 (), [ZnLCl2] () and [PtLI2] (), where = 1-(2,4,5-tri(pyridin-2-yl)-3-(pyridin-2-ylmethyl)imidazolidin-1-yl)ethanone which formed in situ, and BPA = bis(pyridin-2-ylmethyl)amine. The ligand and complexes were characterized by a variety of spectroscopic techniques including X-ray single crystal diffraction where applicable. Depending on the metal ion and auxiliary ligand of the complex, the acetyl group of the ligand could be either intact or cleaved. When ferric chloride hexahydrate was used, the deacetylation proceeded even further and a novel heterocyclic compound () was formed in situ. A possible mechanism was proposed for the formation of the heterocyclic compound found in complex . Our results indicate that to cleave effectively an amide bond, it is essential for a metal centre to bind to the amide bond and the metal centre is of sufficient Lewis acidity.
authors.affiliation: School of Petrochemical Engineering Changzhou University, Changzhou, 213164, China.
authors.forename: Yongpo
authors.initials: Y
authors.lastname: Yang
authors.affiliation: College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing 314001, China. xiaoming.liu@mail.zjxu.edu.cn xiaoming.liu@ncu.edu.cn.
authors.forename: Chunxin
authors.initials: C
authors.lastname: Lu
authors.affiliation: College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing 314001, China. xiaoming.liu@mail.zjxu.edu.cn xiaoming.liu@ncu.edu.cn.
authors.forename: Hailong
authors.initials: H
authors.lastname: Wang
authors.affiliation: College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing 314001, China. xiaoming.liu@mail.zjxu.edu.cn xiaoming.liu@ncu.edu.cn.
authors.forename: Xiaoming
authors.initials: X
authors.lastname: Liu