Mechanisms of photohydrodebromination of bromoarenes Public Deposited

http://ir.library.oregonstate.edu/concern/graduate_thesis_or_dissertations/1c18dj788

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  • The photohydrodebromination of brominated paracyclophanes was studied to help elucidate the possible mechanistic pathways leading to product for bromoarenes in general. Several brominated [2.2]paracyclophanes were studied to determine the effect of substitution patterns on this reaction. [2.2]Paracyclophanes were chosen for this study in order to investigate possible intramolecular excimer formation as a route to product formation. The [2.2]paracyclophanes studied were 4-bromo-, pseudo-para-dibromo-, and pseudo-ortho-dibromo[2.2]paracyclophane. 5-Bromo[3.3]paracyclophane has also been studied to determine the effect of increased ring separation on the reaction. These brominated cyclophanes showed varying efficiencies of both intermolecular and intramolecular excimer formation.
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