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Microwave synthesis and molecular re-arrangement of a grisadienone and its derivatives

dc.contributor.advisorGengan, Robert Moonsamy
dc.contributor.advisorShode, F. O.
dc.contributor.authorNgcobo, Thandekile Sithembileen_US
dc.date.accessioned2012-06-27T13:40:17Z
dc.date.available2013-04-01T22:20:09Z
dc.date.issued2011
dc.descriptionSubmitted in fulfilment of the requirements for the Degree of Master of Technology: Chemistry, Durban University of Technology, Durban, South Africa, 2011.en_US
dc.description.abstractortho-Deoxygrisan (38), a spirodienone was synthesised from bisphenol (42) using both conventional and microwave assisted methods. The bisphenol (42) was synthesised from phenol (52) by conventional and microwave assisted methods. Benzophenone (43) was synthesised from compound (49) which in turn was synthesised from compound (53) by chromic acid oxidation in acetic anhydride or acetic acid. Compound (53) was synthesised from bisphenol (42) by mono-acetylation method.Acid-catalysed rearrangement of ortho-deoxygrisan (38) in the absence of light was investigated. Chromatography of the reaction mixture afforded compound (D) as a major component. Attempts to synthesise ortho-grisan (50) from benzophenone (43) were unsuccessful. Microwave assisted selenium dioxide oxidation of compound (53) gave a yellow compound C. The spectra of this compound were very similar to the spectra of ortho-deoxygrisan (38). However, selenium dioxide was reacted with compound (53) in the absence of microwave to give a yellow solid B. The 1H NMR spectral data of this compound led to the proposed structure B for it.en_US
dc.description.levelMen_US
dc.description.sponsorshipNational Research Foundation.en_US
dc.dut-rims.pubnumDUT-000658en_US
dc.format.extent116 p.en_US
dc.identifier.doihttps://doi.org/10.51415/10321/723
dc.identifier.other422407
dc.identifier.urihttp://hdl.handle.net/10321/723
dc.language.isoenen_US
dc.subjectGrisadienoneen_US
dc.subjectGrisanen_US
dc.subject.lcshOrganic compounds--Synthesisen_US
dc.subject.lcshMicrowavesen_US
dc.subject.lcshMicrowave heatingen_US
dc.titleMicrowave synthesis and molecular re-arrangement of a grisadienone and its derivativesen_US
dc.typeThesisen_US

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