A Novel Reaction of alpha-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 Cu-II, Ni-II, Zn-II, and Co-II. Amido alcohol was characterized by single-crystal x-ray diffraction, and all complexes were characterized by using spectroscopic techniques and thermogravimetric analysis (TGA).