Syntheses and Characterization of the Coordination Compounds of N-(2-hydroxymethylphenyl)-C-(3′-carboxy-2′-hydroxyphenyl)thiazolidin-4-one

Dinesh Kumar,Durga Dass,Amit Kumar

doi:10.1155/2013/524179

Abstract

A dry benzene solution of the Schiff base N-(2-hydroxymethylphenyl)-3′-carboxy-2′-hydroxybenzylideneimine upon reacting with mercaptoacetic acid undergoes cyclization and forms N-(2-hydroxymethylphenyl)-C-(3′-carboxy-2′-hydroxyphenyl)thiazolidin-4-one, LH3 (I). A MeOH solution of I reacts with Co(II), Ni(II), Cd(II), Zr(OH)2(IV), and UO2(VI) ions and forms the monomeric coordination compounds, [M(LH)(MeOH)3] [where M = Co(II), Ni(II)], [M′(LH)(MeOH)] [here M′ = Cd(II), UO2(VI)] and [Zr(OH)2(LH)(MeOH)]. The coordination compounds have been characterized on the bases of elemental analyses, molar conductance, molecular weight, spectral (IR, NMR, and reflectance) studies, and magnetic susceptibility measurements. I behaves as a dibasic tridentate OOS donor ligand in these compounds. The compounds are nonelectrolytes (ΛM = 3.8–8.9 mho cm2 mol−1) in DMF. A tetrahedral structure for [Cd(LH)(MeOH)] and an octahedral structure for the remaining compounds are suggested.

Highlights

Literature survey shows that much has been reported on the syntheses and characterization [11] of a variety of thiazolidin-4-ones, but very less is known about their coordination compounds [12,13,14]
HCl and the corresponding metal ions were estimated as follows: the Ni(II) contents of the respective coordination compound were estimated by complexometric titration method against standardized EDTA solution using murexide as an indicator. e Co(II) and Cd(II) contents in the respective coordination compounds were estimated by the complexometric titration method against standardized EDTA solution using xylenol orange as an indicator. e uranium content in [UO2(LH)(MeOH)] was estimated gravimetrically as U3O8 a er decomposing the compound with a few drops of conc
A dry benzene solution of the Schiff base reacts with mercaptoacetic acid and forms N-(2-hydroxymethylphenyl)C-(3′-carboxy-2′-hydroxyphenyl)thiazolidin-4-one, LH3 (I). e reaction of I with appropriate metal salt in 1 : 1 molar ratio in MeOH produces the coordination compounds, [M(LH)(MeOH)3] [where M = Co(II), Ni(II)], [M′(LH)(MeOH)] [where M′ = Cd(II), UO2(VI)], and [Zr(OH)2(LH)(MeOH)]. e formations of I from the Schiff base and the coordination compounds of I take place according to Schemes 1 and 2

Summary

Introduction

Literature survey shows that much has been reported on the syntheses and characterization [11] of a variety of thiazolidin-4-ones, but very less is known about their coordination compounds [12,13,14]. HCl and the corresponding metal ions were estimated as follows: the Ni(II) contents of the respective coordination compound were estimated by complexometric titration method against standardized EDTA solution using murexide as an indicator. T 2: IR, re ectance spectral data (cm−1), and magnetic moments of the coordination compounds of I.

Results

Conclusion