Syntheses, Magnetic and Spectral Studies on the Coordination Compounds of the Polystyrene-anchored Thiazolidin-4-one

Dinesh Kumar,Amit Kumar

doi:10.1155/2012/147826

Abstract

The reaction between polystyrene 3-formylsalicylate and thiophene-2-carboxylic acid hydrazide in DMF in the presence of ethyl acetate results in the formation of polystyrene N-(2-carbamoylthienyl)-3'-carboxy-2'-hydroxybenzylideneimine (I). A benzene suspension of I reacts with mercaptoacetic acid and forms the polystyrene N-(2-carbamoylthienyl)-C-(3'-carboxy-2'-hydroxyphenyl) thiazolidin-4-one, PSCH2–LH2(II). A DMF suspension of II reacts with Zn(II), Co(II), Cu(II), Zr(OH)2(IV) and MoO2(VI) ions and forms the corresponding polystyrene-anchored coordination compounds, [PSCH2–LZn(DMF)] (III), [PSCH2–LCo(DMF)3] (IV), [PSCH2–LHCu(OAc)] (V), [PSCH2–LH2Zr(OH)2(OAc)2] (VI) and [PSCH2–LHMoO2(acac)] (VII) respectively. The polystyrene-anchored coordination compounds have been characterized on the basis of elemental analyses, spectral (IR, reflectance, ESR) studies and magnetic susceptibility measurements. II acts as a neutral tridentate ONS donor ligand in VI, a monobasic bidentate OS donor ligand in VII, a monobasic tridentate ONS donor ligand in V and a dibasic tridentate ONO donor ligand in III and IV. The acetato groups behave as monodentate ligands in V and VI. A square-planar structure for V, a tetrahedral structure for III, an octahedral structure for IV and VII and a pentagonal-bipyramidal structure for VI are suggested.

Highlights

In recent years there has been considerable interest in the syntheses and use of functionalized polymers having chelating abilities due to their practical convenience, operational flexibility and formation of coordination compounds with high metal to polymer bond energies[1]
Thiazolidin-4-ones belong to an important group of heterocyclic compounds with carbonyl group at fourth position[7]
A perusal of the literature indicates that several polymer-anchored ligands containing O atom(s) like crown ethers[13], acetylacetone[14] a n d iminodiacetic acid[15] have been reported, there is no report on the coordination compounds of polymer-anchored ligand containing thiazolidin-4-one moiety

Summary

Introduction

In recent years there has been considerable interest in the syntheses and use of functionalized polymers having chelating abilities due to their practical convenience, operational flexibility and formation of coordination compounds with high metal to polymer bond energies[1]. Thiazolidin-4-ones belong to an important group of heterocyclic compounds with carbonyl group at fourth position[7]. They show broad spectrum of biological activities due to their ready accessibility and diverse chemical reactivity[8]. Many drugs possess modified pharmacological properties in the form of the metal complexes[12]. These facts prompted us to explore the coordination behavior of thiazolidin-4-one (II) derived from the Schiff base (I) (obtained from the condensation of polystyrene 3-formylsalicylate and thiophene-2-carboxylic acid hydrazide) towards Zn(II), Co(II), Cu(II), Zr(OH)2(IV) and MoO2(VI) ions. The elemental analyses, IR, reflectance spectral studies, ESR spectra and magnetic susceptibility measurements were carried out as described in our previous report 20

H PS C O

Results and Discussion

Conclusion