Synthesis and supramolecular interactions of polynorbonane bis-porphyrins

Briš, Anamarija (2015) Synthesis and supramolecular interactions of polynorbonane bis-porphyrins. Doctoral thesis, Faculty of Science > Department of Chemistry.

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Abstract

Within the scope of the thesis new bis-porphyrin called "molecular tweezers" has been synthesised, which due to the weak noncovalent interactions acts as a molecular receptor for a variety of organic substrates. "Molecular tweezers" consists of a rigid norbornane bridge that connects porphyrin rings metalated with zinc. Synthesis of novel compounds includes the optimization of existing synthetic methods and the use of environmentally more friendly methodologies such as the use of microwave reactors and ball mill. The selectivity and strength of noncovalent interactions of bis-porphyrin and various cyclic and acyclic diamines have been determined by UV-Vis spectroscopy. Zinc within metalloporphyrins of bis-porphyrin receptor axially coordinates diamine substrates giving sandwich complexes with large association constants. Bis-porphyrin also makes stable complex with bispyridine functionalized fullerene C60 with large association constant. Computationally has been shown that HOMO and HOMO-1 orbitals are located on porphyrin units while LUMO is positioned on fullerene suggesting porphyrins as electron donors and fullerene as electron acceptor in donor-acceptor system capable of photoinduced electron transfer generating charge-separated species.

Item Type: Thesis (Doctoral thesis)
Keywords: bis-porphyrins, diamine, photoinduced electron transfer, fullerene C60, metalloporphyrins, supramolecular interactions
Supervisor: Margetić, Davor
Date: 2015
Number of Pages: 146
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Faculty of Science > Department of Chemistry
Depositing User: Branka Maravic
Date Deposited: 15 May 2015 10:22
Last Modified: 15 May 2015 10:22
URI: http://digre.pmf.unizg.hr/id/eprint/3991

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