Synthesis of Novel Symmetric Porphyrin Schiff Base Dimers by Solid–Liquid Reaction Methodology

Abstract

A new convenient solid–liquid condensation reaction procedure for the synthesis of novel asymmetric and symmetric meso‐tetraarylporphyrin and metalloporphyrin Schiff bases is reported. The condensation reaction between β‐formyl porphyrin or metalloporphyrins and aromatic amines was carried out at solid–liquid interface by using neutral alumina powder as a solid support for β‐formyl porphyrin or metalloporphyrins and absolute ethanol as the carrier solvent for aromatic amines. Six different asymmetric porphyrin/metalloporphyrin Schiff bases were synthesized via solid–liquid interface reaction methodology. The same solid–liquid synthetic methodology was applied for the synthesis of six novel symmetric Schiff base porphyrin/metalloporphyrin dimers. The comparison of UV–visible spectra of porphyrin Schiff base monomers and dimers revealed that some degree of electronic perturbation has occurred upon dimerization as the Soret bands of the monomers underwent peak broadening along with red shifts. Column chromatography and crystallization were used to purify the compounds. Fourier transform infrared, UV–visible, elemental analysis, 1H NMR, and mass spectrometry were used to characterize the newly synthesized compounds.

Biomedical uses of Enzymes Immobilized by Nanoparticles

“…Mostly nanoparticles belong to the nano-alloys that are coated with special kind of molecules. Sometimes we do modifications in order to increase the function of enzymes.it may also be helpful to improve physiochemical properties such as corrosion, oxidation, and toxicity of nanoparticles [34].…”

La(OTf)3-Catalyzed Synthesis of Nickel(II) β-Iminoporphyrins and Their Conversion to β-Substituted Porphyrin-Thiazolidinone Hybrids

“…So far, only few reports are available on the synthesis, functionalization and optical properties of 2-iminoporphyrins. [14][15][16][17] Some of these reports demonstrated β-iminoporphyrins as heterodienes in Diels-Alder reaction to prepare various pyridoporphyrins and tetrahydroquinolinesubstituted porphyrin analogues. [16,17] Similarly, imines have also been employed as the key precursors for synthesis of therapeutically promising thiazolidinone-based molecules.…”