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The importance of conformation in the reactivity of radical cations.

dc.contributor.authorPerrott, Allyson L.en_US
dc.contributor.degreePh.D.en_US
dc.date.accessioned2014-10-21T12:37:29Z
dc.date.available1992
dc.date.issued1992en_US
dc.descriptionThe photosensitized (electron transfer) bond cleavage of radical cations has been investigated. In previous studies, the feasibility of the bond cleavage was thought to depend solely on the bond dissociation energy of the radical cation. However, this simple hypothesis led to several incorrect predictions. In this thesis, the hypothesis has been extended to include several conformational criteria. The most stable conformers of neutral molecules have been calculated with molecular mechanics; these calculations have been used to rationalize previous results and to predict the reactivity of new compounds.en_US
dc.descriptionIn Chapter I, photosensitized (electron transfer) carbon-carbon bond cleavage of $\beta$-phenyl ethers is considered. The ethers studied are 2-methoxy-1-phenylpropane (11), 2-methoxy-1-phenylindane (13 cis and trans), 1-methoxy-2-phenylcyclopentane (15 cis and trans), 1-methoxy-2-phenylcyclohexane (18 cis and trans), 6-phenyl-1,4-dioxaspiro (4.5) decane (19), 2-methoxy-3-phenylbutane (27, both diastereomers) and 2-methyl-3-phenyltetrahydropyran (28 cis and trans).en_US
dc.descriptionIn Chapter II, the feasibility of deprotonation (C-H bond cleavage) of the radical cations of 1-methyl-2-phenylcyclopentane (39 cis and trans) and 1-methyl-2-phenylcyclohexane (40 cis and trans) is investigated.en_US
dc.descriptionThesis (Ph.D.)--Dalhousie University (Canada), 1992.en_US
dc.identifier.otherAAINN80163en_US
dc.identifier.urihttp://hdl.handle.net/10222/55331
dc.languageengen_US
dc.publisherDalhousie Universityen_US
dc.publisheren_US
dc.subjectChemistry, Organic.en_US
dc.titleThe importance of conformation in the reactivity of radical cations.en_US
dc.typetexten_US

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