Spectroscopy and electrochemical studies of ortho-, metha- and para-fluorine-phenyl free base and metallated porphyrins has been used as comparative information with regards to determine the symmetry on metal’s axial bonding in Metallated-fluorine-porphyrins. The condensation reaction between pyrrole and n-fluorophenyl aldehyde was carried out under a nitrogen atmosphere and catalyzed by a Lewis acid to attain pure fluorinated porphyrin. Palladium(II), and Ruthenium(III) porphyrin complexes were synthesized for the addition of an excess of hydrated tetrabutylammonium fluoride salt to (nF-TPP) and the corresponding metal salt in dichloromethane. As any organic or organometallic compound, the free and metallated porphyrins has been characterized by normal spectroscopies such as 1H-, 13C-, fluorine-19 NMR, UV-visible absorption, emission, and electrochemistry methods. The signals of Fluorine-19 NMR and cyclic voltammetry chemical shift has been used to characterize the fluorine activity on the free base and metallated porphyrins due to its largely sensitivity to metal’s oxidation and spin states to identify in solution the electronic structure of diamagnetic M(II) and paramagnetic M(III) fluorinated porphyrin complexes.

Fuctionalized metallo-fluorine-porphyrins: Synthesis, spectroscopy, and electrochemical determinations

252nd National Meeting (2016)

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