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The Photochemistry of some Substituted 2-Cyclohexenones and the Excited States Involved

<p> The photoadditions of 3-phenyl-2-cyclohexenone to bicyclo [2.2.1] hepta-
2,5-diene, bicyclo [2.2.1] hept-2-ene and cyclopentene have been studied. In all cases cis fused cyclobutane products were obtained. Quenching and sensitization experiments indicated a singlet excited state to be active in photocycloaddition. Phosphorescence and fluorescence emission were observed from 3-phenyl-2-cyclohexenoneo
Energy transfer to the lowest triplet of 3-phenyl-2-cyclohexenone was evident from the quenching of Michler's ketone phosphorescence. Two norbornene dimers were detected in the photolysis of 3-phenyl-2-cyclohexenone and norbornene giving evidence for a higher triplet excited state of the enone. The photoaddition of 3-methyl-2-cyclohexenone to cyclopentene was studied for comparison and both cis and trans fused adducts were obtained. In photolyses with bicyclo [2.2.1] hepta-2,5-diene or cyclopentene, 2-phenyl-2-cyclohexenone was unreactive. </p> / Thesis / Master of Science (MSc)

Identiferoai:union.ndltd.org:mcmaster.ca/oai:macsphere.mcmaster.ca:11375/20198
Date10 1900
CreatorsSnyder, Floyd
ContributorsMcCullough, J. J., Chemistry
Source SetsMcMaster University
LanguageEnglish
Detected LanguageEnglish

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