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Type: Thesis
Title: The perester-copper salt reaction of cyclic olefins
Author: Phillipou, George
Issue Date: 1974
School/Discipline: School of Chemistry and Physics : Chemistry
Abstract: The stercochemistry of the perester-copper salt reaction has been investigated with the cyclic olefins trans-p-menth-2-ene, cis-p-menth-2-ene, 3-methylcyclohexene and 4-methylcyclohexene. The results suggest that the ability of copper to co-ordinate with the double bond directly influences the stereospecificity of the reaction and also the selectivity of the t-butoxy radicals. A stereoelectronic requirement in allyrlic hydrogen atom abstraction has been demonstrated by a kinetic and. product study of the perester-copper reaction with trans and cis-p-menth-2-ene. The result are discussed in terms of product and kinetic studies with reference to a new mechanistic scheme which is tentatively proposed.
Advisor: Beckwith, A.L.J.
Dissertation Note: Thesis (M.Sc.) -- University of Adelaide, Dept. of Organic Chemistry, 1973
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