Nelson, Charles Russell
(1977)
Cyclisation Reactions, Photochemistry and 13-C NMR of 9-Thiabicyclo [3,3,1] Nonanes.
PhD thesis, University of Glasgow.
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Abstract
Both O- and C-acylated products have been isolated from the acid-catalysed acylations of 9-thiabicyclo [3,3,1] ndnan-2,6-dione with acid anhydrides. In particular, high acid concentration favours C-acylation with intramolecular aldol condensation of the initially formed products producing derivatives of 2-thiaadamantane. Structural assignment of these products was achieved by examining their chemical reactivity and by the application of a new C double resonance technique to elucidate their complex proton spectra. Acylations with acid halides were found to give inferior yields of both O- and C-acylated products. Photolytic sulphur extrusion from diketones and bisenones of the 9-thiabicyclo [3,3,1] nonane series and the related 9-oxides and 9,9-dioxides has been investigated. Selected derivatives of 9-thiabicyclo[3,3,1]nonane and 9-thiabicyclo[3,3,1] non-2-ene were synthesised and tested for fungicidal, insecticidal and pharmaceutical activity.
Item Type: |
Thesis
(PhD)
|
Qualification Level: |
Doctoral |
Keywords: |
Organic chemistry |
Date of Award: |
1977 |
Depositing User: |
Enlighten Team
|
Unique ID: |
glathesis:1977-78759 |
Copyright: |
Copyright of this thesis is held by the author. |
Date Deposited: |
30 Jan 2020 14:56 |
Last Modified: |
30 Jan 2020 14:56 |
URI: |
http://theses.gla.ac.uk/id/eprint/78759 |
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