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UBC Theses and Dissertations
Synthesis and photophysical properties of novel porphyrin dendrimers containing organoiron complexes Alsehli, Mosa Halal
Abstract
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.
Item Metadata
Title |
Synthesis and photophysical properties of novel porphyrin dendrimers containing organoiron complexes
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Creator | |
Publisher |
University of British Columbia
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Date Issued |
2011
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Description |
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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Genre | |
Type | |
Language |
eng
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Date Available |
2013-07-29
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Provider |
Vancouver : University of British Columbia Library
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Rights |
Attribution-NonCommercial-NoDerivatives 4.0 International
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DOI |
10.14288/1.0062113
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URI | |
Degree | |
Program | |
Affiliation | |
Degree Grantor |
University of British Columbia
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Graduation Date |
2011-11
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Campus | |
Scholarly Level |
Graduate
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Rights URI | |
Aggregated Source Repository |
DSpace
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Rights
Attribution-NonCommercial-NoDerivatives 4.0 International