- Title
- Chemical studies of 1,5-benzodioxepanones
- Creator
- Gelebe, Aifheli Carlson
- Subject
- Biochemistry
- Subject
- Pigments (Biology)
- Subject
- Benzopyrans
- Date Issued
- 1991
- Date
- 1991
- Type
- Thesis
- Type
- Masters
- Type
- MSc
- Identifier
- vital:4423
- Identifier
- http://hdl.handle.net/10962/d1006895
- Identifier
- Biochemistry
- Identifier
- Pigments (Biology)
- Identifier
- Benzopyrans
- Description
- Chromone and flavanone derivatives were prepared by condensation of the corresponding 2-hydroxyacetophenones (with diethyl oxalate or the appropriate aromatic aldehyde respectively) and cyclisation of the condensation products. Saeyer-Villiger rearrangement of these flavanones, with MCPBA, resulted in expansion of the C-ring. Spectroscopic techniques have been used to establish the regioselectivity of the rearrangement and hence, the identity of the rearranged products as 1,5-benzodioxepan-4-ones. The 1,5-benzodioxepan-4-ones were subjected to detailed ¹H and ¹³C n.m.r. analysis and a combination of low and high resolution mass spectrometry has been used to study the mass fragmentation pathways of these ring-expanded products.
- Format
- 111 p.
- Format
- Publisher
- Rhodes University
- Publisher
- Faculty of Science, Chemistry
- Language
- English
- Rights
- Gelebe, Aifheli Carlson
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