Acid-Catalyzed Ring-Opening of 4-Halonortricyclanes. At Last a Solution to the Norbornyl Cation Problem

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DC Field	Value	Language
dc.contributor.advisor	Werstiuk, Nick H.	en_US
dc.contributor.author	Dhanoa, Singh Daljit	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.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.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.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
dc.contributor.department	Chemistry	en_US
dc.description.degree	Master of Science (MS)	en_US
Appears in Collections:	Open Access Dissertations and Theses

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