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http://hdl.handle.net/11375/8398
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DC Field | Value | Language |
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dc.contributor.advisor | Brook, Michael A. | en_US |
dc.contributor.author | Dallaire, Carol | en_US |
dc.date.accessioned | 2014-06-18T16:42:48Z | - |
dc.date.available | 2014-06-18T16:42:48Z | - |
dc.date.created | 2010-12-02 | en_US |
dc.date.issued | 1991-09 | en_US |
dc.identifier.other | opendissertations/3605 | en_US |
dc.identifier.other | 4622 | en_US |
dc.identifier.other | 1669047 | en_US |
dc.identifier.uri | http://hdl.handle.net/11375/8398 | - |
dc.description.abstract | <p>The ability of silicon, germanium and tin elements (group 14) to stabilize a vinyl cation intermediate was investigated upon proton addition to metalated (trimethylsilyl)acetylene compounds to lead, after demetalation, to monometalated acetylenes. The reactions were followed by ¹H NMR spectroscopy. A bimolecular addition mechanism is obtained and nucleophilic participation in the reaction is observed. The reaction rates showed that vinyl cations are stabilized by hyperconjugation of the carbon-metal bond (β-effect) in the order of magnitude Sn (10⁸) > Ge (500) > Si (1). The magnitude of the β-effect on vinyl cation is altered to a degree by the groups born by the metal. The vinyl cations are stabilized, in a lower extent, by inductive effects of the metalated group to the electron-deficient carbon (α-effect).</p> | en_US |
dc.subject | Chemistry | en_US |
dc.subject | Chemistry | en_US |
dc.title | Study of 1-metalated-2-(trimethylsilyl)vinyl cations: An examination of the β-effect for silyl, germyl and stannyl groups | en_US |
dc.type | thesis | en_US |
dc.contributor.department | Chemistry | en_US |
dc.description.degree | Doctor of Philosophy (PhD) | en_US |
Appears in Collections: | Open Access Dissertations and Theses |
Files in This Item:
File | Size | Format | |
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fulltext.pdf | 2.9 MB | Adobe PDF | View/Open |
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