A series of parasubstituted tetraphenylporphyrin zirconium(IV) salicylate complexes (SA/5-SSAZr(IV)RTPP, R = p-H, p-CH3, p-NO2, p-Cl, SA = salicylate, and 5-SSA = 5-sulfosalicylate) have been synthesized, and the spectral properties of free base porphyrins, their corresponding metallated, and axially ligated zirconium(IV) porphyrin compounds were compared with each other. A detailed analysis of ultraviolet-visible (UV-vis), proton nulcear magnetic resonance (1H NMR) spectroscopy, infrared (IR) spectroscopy, and elemental analysis suggested the transformation from free base porphyrins to zirconium(IV) porphyrins. The ability of the metal in this complex for extra coordination of solvent molecules was confirmed by ESI-MS spectra. Besides the fluorescence, cyclic voltammetry, and thermogravimetric studies, the complexes were also screened for antimicrobial and anticancer activities. Among all the complexes, 5-SSAZr(p-NO2TPP) shows high antibacterial activity.
A series of aluminium(III)-p-methyl-meso-tetraphenylporphyrin (p-CH3TPP-Al(III)) containing axially coordinated salicylate anion [p-CH3TPP-Al-X)], where X = salicylate (SA), 4-chlorosalicylate (4-CSA), 5-chlorosalicylate (5-CSA), 5-flourosalicylate (5-FSA), 4-aminosalicylate (4-ASA), 5-aminosalicylate (5-ASA), 5-nitrosalicylate (5-NSA), and 5-sulfosalicylate (5-SSA), have been synthesized and characterized by various spectroscopic techniques including ultraviolet-visible (UV-vis), infrared (IR) spectroscopy, proton nuclear magnetic resonance (1H NMR) spectroscopy,13C NMR, and elemental analysis. A detailed study of electrochemistry of all the synthesized compounds has been done to compare their oxidation and reduction mechanisms and to explain the effect of axial coordination on their redox properties.
Porphyrins and metalloporphyrins are unique class of compounds which have received considerable attention from many investigators in various fields in order to tailor their physical and chemical properties at the molecular level including very large dipole moments, polarizability, non-linear optical response, absorption spectrum, energy
ABSTRACTIn continuation with the previous research work carried out with axially ligated Zirconium(IV)pmethoxy-meso-tetraphenylporphyrin[Zr(p-OCH 3 TPP)(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-CH 3 TPP)(Y)(X)] [Y=acac and X=different phenolates] by the reaction of meso-tetra(p-methylphenyl)porphyrin (p-CH 3 H 2 TPP) 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, 1 H 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)(C 5 H 7 O 2 ) 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 1 H NMR spectra showed upfield (shielded) as compared to meso-tetra(p-methylphenyl)porphyrin (p-CH 3 H 2 TPP). 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.
A series of 5,10,15,20-tetraphenylporphinatozirconium(IV) acetylacetonatophenolates containing different phenols as axial ligands [Zr(TPP)(Y)(X)] (TPP = 5,10.15,20-tetraphenyl-21H, 23H-porphine; Y = acac; X = different phenolates) have been synthesized and characterized by various spectrochemical studies. The complexes were also screened for antimicrobial activities. Antifungal activity of some adducts has been carried out against the fungal strain Sclerotium rolfsii. Most of the complexes have shown good antibacterial activity.
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