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dc.contributor.advisorSaunders, Graham C.
dc.contributor.authorAlthagbi, Hanan Ibrahim
dc.date.accessioned2014-08-01T03:43:59Z
dc.date.available2017-02-20T02:31:50Z
dc.date.issued2013
dc.identifier.citationAlthagbi, H. I. (2013). Synthesis of Perfluoroaryl Heterocycles To Provide Synthons For Crystal Engineering Using π−π Stacking Interactions (Thesis, Master of Science (MSc)). University of Waikato, Hamilton, New Zealand. Retrieved from https://hdl.handle.net/10289/8732en
dc.identifier.urihttps://hdl.handle.net/10289/8732
dc.description.abstractApproximately 42 new arene-perfluoroarene compounds were synthesised by the reaction of pentafluorophenyl derivatives (C₆F₅R; R= CN, Br, Cl, I, CHO, CF₃, H) with imidazole, benzimidazole, parazole, indazole and their derivatives such as 2-methylimidazole, 4-methylimidazole, 2-phenylimidazole and 2-methylbenz-imidazole. Attempts to synthesize 1-(2,3,5,6-tetrafluoropyridyl)pyrazole and 1-(2,3,5,6-tetrafluoropyridyl)indazole were unsuccessful. However, these reactions were achieved using different solvents, varying amounts of solvents and varying temperatures. Various chemical analytical techniques, such as NMR spectroscopy, mass spectrometry, infrared spectroscopy, single-crystal X-diffraction and micro-elemental analysis, were used to characterise the compounds. The crystallization of these compounds was performed by the slow evaporation of their solutions in different solvents at ambient temperature. Single crystal structures were obtained for 1-(2,3,5,6- tetrafluoropyridyl)-2-methylbenzimidazole, 1-(4-bromo-2,3,5,6-tetrafluorobenzyl)-3-benzyl-4-methylimidazolium bromide and 1-(2,3,5,6-tetrafluoropyridyl)-3-benzyl-4-methylimidazolium bromide and this result has shown that π-π stacking interactions have an essential role in the packing of these compounds.
dc.format.mimetypeapplication/pdf
dc.language.isoen
dc.publisherUniversity of Waikato
dc.rightsAll items in Research Commons are provided for private study and research purposes and are protected by copyright with all rights reserved unless otherwise indicated.
dc.subjectsynthesis of perfluoroaryl heterocycles
dc.subjectpentafluorophenyl derivatives
dc.subjectimidazole, benzimidazole, parazole, indazole and their derivatives
dc.subjectπ-π stacking interactions
dc.subjectcrystal engineering
dc.subjectSynthons
dc.titleSynthesis of Perfluoroaryl Heterocycles To Provide Synthons For Crystal Engineering Using π−π Stacking Interactions
dc.typeThesis
thesis.degree.grantorUniversity of Waikato
thesis.degree.levelMasters
thesis.degree.nameMaster of Science (MSc)
dc.date.updated2013-07-18T06:42:02Z
pubs.place-of-publicationHamilton, New Zealanden_NZ


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