Ruthenium(II) complexes encompassing 2-oxo-1,2-dihydroquinoline-3-carbaldehyde thiosemicarbazone hybrid ligand: A new versatile potential catalyst for dehydrogenative amide synthesis
作者:Sellappan Selvamurugan、Rangasamy Ramachandran、Govindan Prakash、Muthukumaran Nirmala、Periasamy Viswanathamurthi、Shoji Fujiwara、Akira Endo
DOI:10.1016/j.ica.2015.12.024
日期:2017.1
Ruthenium(II) complexes (1-6) supported by a series of 2-oxo-1,2-dihydroquinoline-3-carbaldehyde substituted thiosemicarbazone ligands [2-oxo-1,2-dihydroquinoline-3-carbaldehyde thiosemicarbazone (L-1), 2-oxo-1,2-dihydroquinoline-3-carbaldehyde N-methyl thiosemicarbazone (L-2), 2-oxo-1,2-dihydroquinoline-3-carbaldehyde N-phenylthiosemicarbazone (L-3)] have been synthesized and structurally characterized by analytical, spectroscopic methods and X-ray crystallographic technique. The studies revealed that the ligands act as mononegative tridentate in ruthenium(II) complexes and a distorted octahedral geometry has been proposed for the complexes. In addition, the complexes have been found to catalyze the amidation of alcohols with amines in the presence of KtBuO-toluene system. The catalyst 3 displayed higher activity in substrates, including phenyl-, pyridine-, furan-, and thiophene-substituted alcohols with primary and secondary amines. The protocol is highly attractive because of easily available starting materials, high atom efficiency and environmental friendliness. (C) 2015 Elsevier B.V. All rights reserved.