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2017 Archive
2010 2011 2012 2013 2014 2015 2016 2017 2018 2019 2020
Author(s): Joao Cardoso
Presentation: oral
Malonyl Radical kinetics Malonyl type radicals have typically been generated photolytically from esters of bromomalonic acid; however, oxidative techniques have been found to generate these radicals directly from the parent esters. A comparison of these two methods of radical generation applied to benzylic hydrogen atom abstraction reactions demonstrated a significant difference in their sensititivy to substituion on the aromatic ring (rho = -0.87 versus -0.65 respectively). This difference likely stems from bromine atom participation in the former photolytic reaction methodology. This study employs potassium carbonate in the photolysis to exclude bromine atom participation in the reaction. A comparison of the electronic sensitivity toward benzylic hydrogen atom abstration under these photolytic conditions with those listed above will be presented.
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