A Novel Reaction of α-Carbonyl Oxime and Amido Alcohol: Synthesis, Characterization, Crystal Structure, and Thermal Studies of an Amido Alcohol, a New Oximino Alcohol Ligand, and its Metal Complexes

Abstract

In this study, a novel reaction was observed between isonitrosoacetophenone and 1-phenylethanol amine. Acetophenone was used as a starting material to synthesize isonitrosoacetophenone by reaction of acetophenone with n-butyl nitrite in the presence of sodium ethoxide and to synthesize 1-phenylethanol amine by reduction of isonitrosoacetophenone with LiAlH4 in diethyl ether. When the isonitrosoacetophenone reacted with 1-phenylethanol amine, (3E)-3-aza-5-(hydroxyimino)-1,4-diphenylpent-3-en-1-ol monohydrate, a new oximino alcohol ligand and amido alcohol were obtained as associated product interestingly. Four complexes were prepared by treatment of oximino alcohol with metal salts such as CuII, NiII, ZnII, and CoII. Amido alcohol was characterized by single-crystal x-ray diffraction, and all complexes were characterized by using spectroscopic techniques and thermogravimetric analysis (TGA).