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UBC Theses and Dissertations

Synthesis and photophysical properties of novel porphyrin dendrimers containing organoiron complexes Alsehli, Mosa Halal


Dendritic porphyrins and metalloporphyrins are of great interest for their applications in many fields such as light-energy conversion, photodynamic therapy (PDT), third-order nonlinear optical materials, organic light-emitting diode (OLED) devices, fluorescence switches, and molecular wires. The synthesis and preliminary photophysical properties of novel porphyrin and metalloporphyrin dendrimers containing cationic η⁶-chloroarene-η⁵- cyclopentadienyliron(II) complexes functionalized with naphthalene and capped with ferrocene are described. The incorporation of cationic η⁶-chloroarene-η⁵-cyclopentadienyliron moieties can enhance solubility and facilitate nucleophilic aromatic substitution and addition reactions due to the intense electron-withdrawing ability of the iron center. Divergent approaches were employed to give highly symmetrical branched materials. The preparation of these dendrimers was achieved via metal-mediated nucleophilic aromatic substitutions and Steglich esterifications. These dendrimers and their precursors were characterized through nuclear magnetic resonance spectroscopy, infrared spectroscopy, and ultraviolet-visible and fluorescence spectroscopy.

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