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dc.contributor.advisorGhosh, Abhik
dc.contributor.authorThomassen, Ivar Kristian
dc.date.accessioned2018-09-06T12:18:26Z
dc.date.available2018-09-06T12:18:26Z
dc.date.issued2018-09-28
dc.description.abstractIodinated aromatics are excellent starting materials for further elaboration via transition-metal-catalyzed cross-coupling reactions. Considering the diverse applications of porphyrins and corroles - as photosensitizers in photodynamic therapy, dye sensitized solar cells, near-infrared dyes, gas sensors, nonlinear optical materials, and catalysts - the synthetic potential of β-polyiodinated or octaiodinated porphyrins and corroles may be considerable. As part of my doctoral studies, I have synthesized and structurally characterized the first examples of both β-octaiodinated porphyrins and β-octaiodinated corroles. Furthermore, a single-crystal X-ray structure of free base β-octaiodoporphyrin provided an example of a cis porphyrin tautomer, the long hypothesized intermediate of porphyrin NH tautomerism.en_US
dc.description.doctoraltypeph.d.en_US
dc.description.popularabstractPorphyrins are a class of ring-shaped molecules capable of binding a metal ion at their center, which are perhaps most familiar in the form of the red color (hemoglobin) of blood and the green color (chlorophyll) of plants. They serve an incredible number of biological functions and are often referred to as the colors of life. Chemists are adept at making synthetic analogues of these molecules, which can also be very useful in a wide-range of applications such as cancer treatment, the construction of solar cells, and industrial catalysis. This is what I have worked on. The synthetic porphyrins that I have made should act as precursors to a variety of reagents for cancer imaging and therapy. In a second development, I have studied in depth the position and movement of the hydrogen atoms in a metal-free porphyrin. This study should allow a deeper understanding of how porphyrins incorporate a metal such as iron when forming hemoglobin.en_US
dc.description.sponsorshipI wish to thank the Research Council of Norway’s FRIPRO program for supporting me and giving me the freedom to pursue my own ideas.en_US
dc.description<p>Paper A and paper B with supporting information are not available in Munin. <p> <p>Paper A: Thomassen, I.K., Vazquez-Lima, H., Gagnon, K.J. & Ghosh, A. (2015). Octaiodoporphyrin. Available in <a href=https://doi.org/10.1021/acs.inorgchem.5b02127>Inorganic Chemistry, 54(23), 11493-11497.</a><p> <p>Paper B: Thomassen, I.K., McCormick, L.J & Ghosh, A. (2018). Molecular Structure of a β-Octaiodo-meso-tetraarylporphyrin. A Rational Route to cis Porphyrin Tautomers? (Manuscript). Published version, with altered title, available in <a href=https://doi.org/10.1021/acs.cgd.8b00629>Crystal Growth & Design, 18(8), 4257-4259.</a><p>en_US
dc.identifier.isbn978-82-8236-314-3 (trykt) og 978-82-8236-315-0 (pdf)
dc.identifier.urihttps://hdl.handle.net/10037/13701
dc.language.isoengen_US
dc.publisherUiT Norges arktiske universiteten_US
dc.publisherUiT The Arctic University of Norwayen_US
dc.rights.accessRightsopenAccessen_US
dc.subject.courseIDDOKTOR-004
dc.subjectVDP::Mathematics and natural science: 400::Chemistry: 440::Inorganic chemistry: 442en_US
dc.subjectVDP::Matematikk og Naturvitenskap: 400::Kjemi: 440::Uorganisk kjemi: 442en_US
dc.titleOctaiodoporphyrin and Octaiodocorrole: Isolation of a Cis Porphyrin Tautomeren_US
dc.typeDoctoral thesisen_US
dc.typeDoktorgradsavhandlingen_US


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