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Title: Cyclisation reactions, photochemistry and 13-C NMR of 9-thiabicyclo[3,3,1]nonanes
Author: Nelson, Charles Russell
ISNI:       0000 0001 3440 9304
Awarding Body: University of Glasgow
Current Institution: University of Glasgow
Date of Award: 1977
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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.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available