SYNTHESIS AND COMPLEX FORMATION OF UNSYMMETRICALLY SUBSTITUTED ARYLTHIO-p-CHLOROPHENYL vic-DIOXIMES

ABSTRACT

anti-Chlorophenylchloroglyoxime, 4-ClC₆H₄C(˭NOH)CCl(˭NOH), has been synthesized by chlorination of anti-p-cholorophenylglyoxime. The reaction of 4-ClC₆H₄C(˭NOH)CCl(˭NOH) with thiophenol, 4-methylthiophenol and 4-methoxythiophenol in ethanol between −5 and −10°C gives the unsymmetrical vic-dioximes, designated as thiophenolo-p-chlorophenylglyoxime, 4-ClC₆H₄C(˭NOH)C(SC₆H₅)(˭NOH), 4-methylthiophenolo-p-chlorophenylglyoxime, 4-ClC₆H₄C(˭NOH)C(SC₆H₄-CH₃-p)(˭NOH), and 4-methoxythiophenolo-p-chlorophenylglyoxime, 4-ClC₆H₄C(˭NOH)C(SC₆H₄-OCH₃-p)(˭NOH). The Cu(II) and Ni(II) complexes of these ligands were prepared and are proposed to be square-planar, while the corresponding Co(II) complexes are proposed to be octahedral with water molecules as axial ligands. The structural assiguments are supported by ¹H NMR, IR and elemental analyses.

Acknowledgments