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http://hdl.handle.net/11375/17787
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DC Field | Value | Language |
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dc.contributor.advisor | Bourns, A. N. | - |
dc.contributor.author | Frosst, Alan | - |
dc.date.accessioned | 2015-07-23T18:33:26Z | - |
dc.date.available | 2015-07-23T18:33:26Z | - |
dc.date.issued | 1968-10 | - |
dc.identifier.uri | http://hdl.handle.net/11375/17787 | - |
dc.description.abstract | <p> The nitrogen and hydrogen-deuterium isotope effects have been measured for the base-promoted elimination reactions of cis-and trans-2-phenylcyclopentyltrimethylammonium ions and cis-and trans-2-phenylcyclohexyltrimethylammonium ions. The observations have been interpr eted as indicative of a concerted E2 mechanism for both trans and cis elimination processes. In the cis eliminations, however, proton transfer to base is far advanced at the transition state resulting in a much higher degree of carbanionic character ass ociated with the transition state than for the trans eliminations. </p> <p> The kinetic isotope effect results for these cyclic systems establish that the two bond-rupture processes complement each other; the greater the extent of proton transfer to base at the transition state, the smaller is the extent of C-N bond weakening. These observations are interpreted in terms of the coupling of the motion which extends the lengths of the H-C and C-N bonds at the transition state and the approach to coplanarity of the bonds involved in the elimination process. </p> | en_US |
dc.language.iso | en | en_US |
dc.subject | nitrogen and hydrogen-deuterium isotope, Dihedral angle, cis-, trans-2-phenylcyclopentyltrimethylammonium ions, E2 mechanism, bonds, C-N, H-C | en_US |
dc.title | A Study of the Relationship Between Dihedral Angle and Transition State Geometry in Bimolecular Elimination Reactions | en_US |
dc.type | Thesis | en_US |
dc.contributor.department | Chemistry | en_US |
dc.description.degreetype | Thesis | en_US |
dc.description.degree | Doctor of Philosophy (PhD) | en_US |
Appears in Collections: | Open Access Dissertations and Theses |
Files in This Item:
File | Description | Size | Format | |
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Frosst_Alan_C_1968Oct_Ph D.pdf | 66 MB | Adobe PDF | View/Open |
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