Microwave-assisted peroxidative oxidation of toluene and 1-phenylethanol with monomeric keto and polymeric enol aroylhydrazone Cu(II) complexes

• Published in: Molecular catalysis 2017-10, Vol.439, p.224-232
• Main Authors: Sutradhar, Manas, Alegria, Elisabete C.B.A., Roy Barman, Tannistha, Scorcelletti, Francesco, Guedes da Silva, M. Fátima C., Pombeiro, Armando J.L.
• Format: Article
• Language: English
• Subjects: Aroylhydrazone; Cu(II) complexes; Microwave-assisted oxidation; Oxidation of toluene; X-ray structure
• ISSN: 2468-8231; 2468-8231
• DOI: 10.1016/j.mcat.2017.07.006

[Display omitted] •Cu(II) complexes of aroylhydrazone Schiff base.•1D polymeric and monomeric structures exhibit keto and enol form of the ligand.•Catalytic study towards the microwave (MW)-assisted peroxidative oxidation of toluene.•Study of microwave (MW)-assisted peroxidative oxidation of 1-phenylethanol. Cu(II) complexes in two different tautomeric forms (keto and enol) derived from the aroylhydrazone Schiff base 2-hydroxy(2-hydroxybenzylidene)benzohydrazide (H2L) have been synthesized and characterized by elemental analysis, IR spectroscopy, ESI-MS and single crystal X-ray crystallography. While the compound with the enol form of the ligand exists as the 1D polymer [Cu(1κNOO’,2κO’,3κO”-L)]n (1), that with the keto form of the ligand occurs as the monomer [Cu(κNOO’-HL)Cl(CH3OH)] (2). Both complexes act as good catalysts for the microwave-assisted peroxidative oxidation of toluene and 1-phenylethanol with tert-butyl hydroperoxide. Complex 2 exhibits the highest activity in both reactions, leading selectively to a maximum product yield of 39 and 92%, respectively.