Coordination behaviour of 2-(1-carboxyl-2-hydroxyphenyl)benzothiazoline

Reaction of 3-formylsalicylic acid with 2-aminobenzenethiol yielded 2-(1-carboxyl-2-hydroxyphenyl)benzothiazoline, H(2)chpbzn, rather than the corresponding Schiff base, 2-(2-mercaptophenyl) (3'-carboxy)salicylaldimine, H(3)mpcsalim. The reaction of H(2)chpbzn with (pi-C5H5)2TiCl(2), (pi-C5H5)(2)ZrCl2, CrCl3.6H(2)O, FeCl3 (anhydrous), VOSO4, VOCl3, Ni(OAc)(2).4H(2)O, Na2PdCl4, Me2TlCl, Ph2TlCl, BiCl3 and SbCl3, under varied reaction conditions, afforded the corresponding Schiff base complexes of the metal ions. For all of the complexes, except those of bismuth and antimony, the dianion of the Schiff base acts as a tridentate NSO donor ligand, while in the bismuth and antimony complexes the neutral benzothiazoline functions as a monodentate N donor ligand. Reactions of [(Hmpesalim)Ti(pi-C5H5)Cl], isolated in this study, with Me3SiE (where E stands for SMe, NMe2, N-3 and C=C Ph) have also been studied leading to the synthesis of many new organotitanium(IV) compounds. The prepared new compounds were characterized by elemental analyses, magnetic susceptibilities, molar conductance values, molecular weights and spectroscopic (UV-Vis, IR and H-1 NMR) data.