Synthesis and characterisation of cycloruthenated benzhydrazone complexes: catalytic application to selective oxidative cleavage of olefins to aldehydes?

RSC Advances Pub Date: 2016-10-11 DOI: 10.1039/C6RA19044H

Abstract

A simple and convenient method to synthesise new air-stable cyclometalated ruthenium(II) complexes from the reaction of p-substituted acetophenone benzhydrazide ligands and [RuHCl(CO)(AsPh3)3] has been described. The complexes have been characterised by various methods, including elemental analysis, FT-IR, NMR (1H and 13C) and UV-vis. The molecular structures of complexes 3 and 4 have been determined by singlecrystal X-ray diffraction analysis which indicates the tridentate coordination mode of the ligand and the presence of a distorted octahedral geometry around the ruthenium ion. The complexes have been found to be a highly active catalytic system in the selective oxidative cleavage of a wide range of alkenes and alkynes in the presence of NaIO4 as an oxidant. Notably, the desired aldehyde products were obtained with high conversions and yields using 0.5 mol% catalyst loading within 30 min at room temperature. Furthermore, the influence of reaction parameters such as solvents, oxidants, temperature and catalyst loading was also investigated.

Graphical abstract: Synthesis and characterisation of cycloruthenated benzhydrazone complexes: catalytic application to selective oxidative cleavage of olefins to aldehydes
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