Issue 36, 2019

Synthesis, characterization and catalytic activity of novel ruthenium complexes bearing NNN click based ligands

Abstract

Novel air stable ruthenium(II) complexes bearing tridentate ligands bis((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)amine (L1), 1-(1-benzyl-1H-1,2,3-triazol-4-yl)-N-(pyridin-2-ylmethyl)methanamine (L2) or 2-(4-phenyl-1H-1,2,3-triazol-1-yl)-N-(pyridin-2-ylmethyl)ethan-1-amine (L3) were synthesised. The nitrogen based ligands were easily prepared by virtue of click chemistry using cheap and commercially available reagents. The ruthenium complexes were obtained by heating the Ru(PPh3)3Cl2 precursor and the tridentate NNN ligand in toluene under reflux for 2 hours, achieving yields of 82–87%. These complexes were fully characterized by means of NMR, FT-IR and high resolution ESI spectroscopy. The crystal structure of one of the complexes was determined. These complexes showed excellent activity and selectivity in the hydrogenation of ketones and aldehydes. DFT calculations show that complex 3 may react through an outer-sphere catalytic cycle rather than via an inner-sphere mechanism.

Graphical abstract: Synthesis, characterization and catalytic activity of novel ruthenium complexes bearing NNN click based ligands

Supplementary files

Article information

Article type
Paper
Submitted
30 apr 2019
Accepted
12 aug 2019
First published
23 aug 2019

Dalton Trans., 2019,48, 13580-13588

Synthesis, characterization and catalytic activity of novel ruthenium complexes bearing NNN click based ligands

R. Sole, M. Bortoluzzi, A. Spannenberg, S. Tin, V. Beghetto and J. G. de Vries, Dalton Trans., 2019, 48, 13580 DOI: 10.1039/C9DT01822K

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