Synthesis and Characterization of Zirconium (IV) Derivatives of Meso-tetra(p-methylphenyl)porphyrin with Acetylacetonate and Different Phenolates at Axial Positions

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In continuation with the previous research work carried out with axially ligated Zirconium(IV)p-methoxy-meso-tetraphenylporphyrin[Zr(p-OCH3TPP)(Y)(X) [Y = acac and X = different phenolates] here we have undertaken to synthesize meso-tetra(p-methylphenyl) porphinatozirconium (IV) acetylacetonatophenolates containing different phenols as axial ligands i. e. [Zr(p-CH3TPP)(Y)(X)] [Y=acac and X=different phenolates] by the reaction of meso-tetra(p-methylphenyl)porphyrin (p-CH3H2TPP) with Zirconium(IV)acetylacetonate (Zr(acac)4) and different phenols at 200-220°C. The separation and isolation of these compounds were achieved through chromatographic methods and their characterization were done by Electronic absorption spectra, IR spectra, 1H NMR, elemental analysis and mass spectroscopy. The incorporation of metal ion in the porphyrin ring was confirmed by IR spectra by appearance of Zr-N band at 457-502cm-1, Zr-O band at 649-680cm-1 and also the incorporation of (acac)(C5H7O2) in which Zr-O band appeared  at 702-818cm-1.The absorption spectra of these compounds showed one soret band i.e., B(0,0), two normal Q bands i.e., Q(0,0), Q(1,0) and one shoulder Q(2,0). The 1H NMR spectra showed upfield (shielded) as compared to meso-tetra(p-methylphenyl)porphyrin (p-CH3H2TPP). The Mass spectra determined m/z ratio’s which agreed well with calculated m/z values and percentage of various elements in these compounds were confirmed by elemental analysis.

Zirconium (IV) derivatives; Acetylacetonate; Axial positions