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The Synthesis and Characterization of Oxygen Containing Porphyrin Analogs and Rhenium Coordination Chemistry for Diagnostic Imaging

Barone, Natalie V.

Abstract Details

2008, Master of Science, University of Akron, Chemistry.
The metal binding chemistry of porphyrin analogs is a rapidly growing area of research. One specific family of analog where one or more of the internal nitrogen positions has been replaced by carbon, known as the carbaporphyrins, is of interest to researchers due to novel organometallic interactions with various metals in the interior of the ring. Within this thesis, a continued investigation of the carbahemiporphyrazines, anti-aromatic phthalocyanine analogs where one or more isoindolene rings has been replaced with benzene rings is presented. The theory, synthesis and characterization of oxygen containing hemiporphyrazines analogues are investigated. These types of oxygen containing rings incorporate either phenol or resorcinol into a carbahemiporphyrazine ring. Due to the redox activity of the phenol or resorcinol, these macrocycles can potentially become aromatic upon oxidation in a fashion similar to that seen in the oxybenziporphyrins. As in the carbahemiporphyrazines, these rings can bind metal ions, forming novel organometallic interactions at the core of the ring.Also presented within this thesis is the single crystal X-ray diffraction characterization of new rhenium(I) tri-carbonyl complexes for possible application as radiopharmaceutical diagnostics. The Re(I) compounds designed to be analogs for next generation d6 technetium imaging agents. These compounds are synthesized in aqueous conditions and are stable upon exposure to air. The single crystal X-ray diffraction elucidation of the Re(I) compounds are grouped into three distinct categories: monodentate complexes, bidentate complexes and tridentate complexes. All of the complexes are octahedral, and the carbonyl ligands arranged in a facial configuration. The complexes are synthesized from the Re(CO)3(H2O)+ synthon.
Christopher Ziegler, PhD (Advisor)
117 p.

Recommended Citations

Citations

  • Barone, N. V. (2008). The Synthesis and Characterization of Oxygen Containing Porphyrin Analogs and Rhenium Coordination Chemistry for Diagnostic Imaging [Master's thesis, University of Akron]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=akron1217273303

    APA Style (7th edition)

  • Barone, Natalie. The Synthesis and Characterization of Oxygen Containing Porphyrin Analogs and Rhenium Coordination Chemistry for Diagnostic Imaging. 2008. University of Akron, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=akron1217273303.

    MLA Style (8th edition)

  • Barone, Natalie. "The Synthesis and Characterization of Oxygen Containing Porphyrin Analogs and Rhenium Coordination Chemistry for Diagnostic Imaging." Master's thesis, University of Akron, 2008. http://rave.ohiolink.edu/etdc/view?acc_num=akron1217273303

    Chicago Manual of Style (17th edition)