Syntheses and Characterization of Coordination Compounds of Monobasic Bidentate OS Donor Polystyrene-Anchored Azetidinone

Abstract

The nucleophillic addition reaction followed by the elimination of one water molecule between polystyrene 3-formylsalicylate (PSCH₂-Fsal) and 2-aminoethanethiol in DMF in presence of ethyl acetate and triethylamine results in the formation of polystyrene N-(2-thiohydroxyethyl)- 2′-hydroxybenzalideneimine-3′-carboxylate (PSCH₂-LH₂). A dioxane suspension of PSCH₂-LH₂ reacts with chloroacetyl chloride in presence of triethylamine to form polystyrene N-(2-thiohydroxyethyl)-4-(3'- carboxy-2'-hydroxyphenyl)azetidin-2-one, PSCH₂-L'H₂ (I). A DMF suspension of I reacts with appropriate metal ions and forms [PSCH₂- L'HM(OAc)·DMF] [where M = Cu(II), Co(II), Zn(II), Cd(II), UO₂(VI)], [PSCH₂-L'HM'(OAc)·3DMF] [here M' = Ni(II), Mn(II)], [PSCH₂-L'HMoO₂- (acac)] and [PSCH₂-L'HZr(OH)₃· 2DMF]. A square planar structure to [PSCH₂-L'HM(OAc)·DMF] [here M = Cu(II), Co(II)]; a tetrahedral structure to [PSCH₂-L'HM'(OAc)· DMF] [here M' = Zn(II), Cd(II)]; an octahedral structure to [PSCH₂-L'HM'(OAc)·3DMF] [here M' = Ni(II), Mn(II)] and [PSCH₂-L'HM(OAc)·DMF] [here M = MoO₂(VI), UO₂(VI)] and a pentagonal bipyramidal structure to [PSCH₂-L'HZr(OH)₃·2DMF] have been suggested. The compounds of Cu(II), Co(II), Ni(II) and Mn(II) are paramagnetic and magnetically dilute, while those of others are diamagnetic. This is the first report on the polystyrene-anchored coordination compounds containing the versatile therapeutic azetidinone moiety.