Bisamidoximes have been synthesized by the reaction of 4-methylbenzohydroximoyl chloride with 1,2-diaminoethane, 1,3-diaminopropane, 1,4-diaminobutane, and 3,3′-diamino-N-methyl-dipropylamine. A monoamidoxime and a trisamidoxime were also prepared in the present work by the reaction of 4-methylbenzohydroximoyl chloride with N,N-dimethylethylenediamine and tris(2-aminoethyl)amine. Single crystal X-ray structures of three of the bisamidoximes have shown that the two amidoxime moieties have the Z configuration in all three compounds. Job’s method of continuous variations showed that three of the bisamidoximes prepared in this work form 1:1 complexes with iron(iii) and therefore are acting as tetradentate ligands.
Natural abundance 17O nmr (acquired in acetonitrile at 70°) and 13C nmr (acquired in deuteriochloroform at 37°) spectroscopic data for four oxazolidines and related imino alcohols are reported: relationships of chemical shifts and 17O line widths at half‐heights to structures are discussed.
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