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

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dc.contributor.advisor Gengan, Robert Moonsamy
dc.contributor.advisor Shode, F. O.
dc.contributor.author Ngcobo, Thandekile Sithembile
dc.date.accessioned 2012-06-27T13:40:17Z
dc.date.available 2013-04-01T22:20:09Z
dc.date.issued 2011
dc.identifier.other 422407
dc.identifier.uri http://hdl.handle.net/10321/723
dc.description Submitted in fulfilment of the requirements for the Degree of Master of Technology: Organic Chemistry, Durban University of Technology, 2011. en_US
dc.description.abstract ortho-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.sponsorship National Research Foundation. en_US
dc.format.extent 116 p. en_US
dc.language.iso en en_US
dc.subject Grisadienone en_US
dc.subject Grisan en_US
dc.subject.lcsh Organic compounds--Synthesis en_US
dc.subject.lcsh Microwaves en_US
dc.subject.lcsh Microwave heating en_US
dc.title Microwave synthesis and molecular re-arrangement of a grisadienone and its derivatives en_US
dc.type Thesis en_US
dc.dut-rims.pubnum DUT-000658


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