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Title Mononuclear nickel(II) complexes with arylhydrazones of acetoacetanilide and their catalytic activity in nitroaldol reaction
Type JournalPaper
Keywords Ni(II) complexes Arylhydrazones of acetoacetanilide Henry reaction
Abstract The new mononuclear nickel(II) complexes [Ni(HL1)(H2O)2(CH3OH)] (1, NaH2L1=sodium (Z)-2-(2-(1,3-dioxo-1-(phenylamino)butan-2-ylidene)hydrazinyl)benzenesulfonate) and [Ni(H2L2)2(H2O)4] [(CH3)2SO)2] (2, H3L2=(Z)-2-(2-(1,3-dioxo-1-(phenylamino)butan-2-ylidene)hydrazinyl)benzoic acid) were synthesized and characterized by IR and ESI-MS spectroscopies, elemental and X-ray crystal structural analyses. Both compounds 1 and 2 act as homogenous catalysts for the diastereoselective nitroaldol (Henry) reaction of aliphatic and aromatic aldehydes with nitroethane in different solvents such as acetonitrile, methanol or water. Complex 1 was found to be the more efficient catalyst for the Henry reaction in aqueous medium, providing β-nitroalcohols with good yields (67–82%) and diastereoselectivities (syn/anti 59:41–70:30).
Researchers Armando J.L. Pombeiro (Not In First Six Researchers), Kamran T. Mahmudov (Not In First Six Researchers), Fátima C. Guedes da Silva (Fifth Researcher), Abel M. Maharramov (Fourth Researcher), Ghodrat Mahmoudi (Third Researcher), Fatali E. Huseynov (Second Researcher), Atash V. Gurbanov, (First Researcher)