Mechanisms of the Intriguing Rearrangements of Activated Organic Species
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The β-acyloxyalkyl radical rearrangement has been known since 1967 but its mechanism is still not fully understood, despite considerable investigation. Since the migration of a β-trifluoroacetoxy group generally proceeds more rapidly and with more varied regiochemistry than its less electronegative counterparts, this reaction was studied in the hope of understanding more about the subtleties of the mechanism of the β- acyloxyalkyl radical rearrangement. The mechanism of the catalysed...[Show more]
dc.contributor.author | Harman, David Grant | |
---|---|---|
dc.date.accessioned | 2008-06-23T01:22:24Z | |
dc.date.accessioned | 2011-01-04T02:38:52Z | |
dc.date.available | 2008-06-23T01:22:24Z | |
dc.date.available | 2011-01-04T02:38:52Z | |
dc.identifier.other | b21933972 | |
dc.identifier.uri | http://hdl.handle.net/1885/47123 | |
dc.description.abstract | The β-acyloxyalkyl radical rearrangement has been known since 1967 but its mechanism is still not fully understood, despite considerable investigation. Since the migration of a β-trifluoroacetoxy group generally proceeds more rapidly and with more varied regiochemistry than its less electronegative counterparts, this reaction was studied in the hope of understanding more about the subtleties of the mechanism of the β- acyloxyalkyl radical rearrangement. The mechanism of the catalysed rearrangement of Nalkoxy- 2(1H)-pyridinethiones was also explored because preliminary studies indicated that the transition state (TS) for this process was isoelectronic with TSs postulated for the β-acyloxyalkyl radical and other novel rearrangements. ¶ ... | |
dc.language.iso | en | |
dc.rights.uri | The Australian National University | |
dc.subject | β-acyloxyalkyl | |
dc.subject | radical rearrangement | |
dc.subject | Nalkoxy- 2(1H)-pyridinethiones | |
dc.subject | β-trifluoroacetoxy | |
dc.subject | regiochemistry | |
dc.subject | catalysed rearrangement | |
dc.subject | transition state (TS) | |
dc.title | Mechanisms of the Intriguing Rearrangements of Activated Organic Species | |
dc.type | Thesis (PhD) | |
dcterms.valid | 2003 | |
local.description.refereed | yes | |
local.type.degree | Doctor of Philosophy (PhD) | |
dc.date.issued | 2003 | |
local.contributor.affiliation | Faculty of Science, Department of Chemistry | |
local.contributor.affiliation | The Australian National University | |
local.identifier.doi | 10.25911/5d7a29ed7c4e9 | |
local.mintdoi | mint | |
Collections | Open Access Theses |
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01front.pdf | 76.54 kB | Adobe PDF |
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