Acid-Catalyzed Ring-Opening of 4-Halonortricyclanes. At Last a Solution to the Norbornyl Cation Problem
| dc.contributor.advisor | Werstiuk, Nick H. | en_US |
| dc.contributor.author | Dhanoa, Singh Daljit | en_US |
| dc.contributor.department | Chemistry | en_US |
| dc.date.accessioned | 2014-06-18T16:43:07Z | |
| dc.date.available | 2014-06-18T16:43:07Z | |
| dc.date.created | 2009-07-03 | en_US |
| dc.date.issued | 1978-04 | en_US |
| dc.description.abstract | <p>The stereochemistry of acid-catalyzed ring-opening of the cyclopropane ring in nortricyclane, 4-chloronortricyclane and 4-bromonortricyclane in D₂SO₄/acetic acid-d₄ medium has been investigated. Stereochemical analysis was carried out by dmr spectroscopy. The endo:exo deuterium ratios, at C6 of the exo-2-norbornyl trideuteroacetates-d1 are 1.12, 1.35 and 1.61 respectively.</p> <p>These results conclusively establish that the norbornyl cation formed by edge-protonation is an unsymmetrical, classical and rapidly equilibrating species and not a symmetrical non-classical σ-bridged species.</p> | en_US |
| dc.description.degree | Master of Science (MS) | en_US |
| dc.identifier.other | opendissertations/371 | en_US |
| dc.identifier.other | 1243 | en_US |
| dc.identifier.other | 887966 | en_US |
| dc.identifier.uri | http://hdl.handle.net/11375/8509 | |
| dc.subject | Chemistry | en_US |
| dc.subject | Chemistry | en_US |
| dc.title | Acid-Catalyzed Ring-Opening of 4-Halonortricyclanes. At Last a Solution to the Norbornyl Cation Problem | en_US |
| dc.type | thesis | en_US |
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