Mononuclear nickel(II) complexes with arylhydrazones of Acetoacetanilide (cas 102-01-2) and their catalytic activity in nitroaldol reaction
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Add time:08/04/2019 Source:sciencedirect.com
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).
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